Category: 112-63-0

Yang, Shuhua; Guan, Qian; Li, Zijie; Xu, Haiyan; Wang, Zhiwei; Chen, Gaofeng; Lin, Lu; Lei, Tingzhou published the artcile< Study on the influence of different catalysts on the preparation of ethyl levulinate from biomass liquefaction>, Application In Synthesis of 112-63-0, the main research area is ethyl levulinate biomass liquefaction heating.

The liquefaction experiments of straw biomass under heating and pressure were carried out with sulfuric acid and three ionic liquids as catalysts, 1-Butyl-3-methylimidazolium chloride ([BMIM] [Cl]), 1-Butyl-3-methylimidazolium hydrogen sulfate ([BMIM] [HSO4]), 1-methyl-3-(4-sulfobutyl) imidazole bisulfate ([HSO3-BMIM] [HSO4]), and anhydrous ethanol as solvent. The effects of catalyst type and dosage, reaction time and reaction temperature on liquefaction were investigated and optimized. The results showed that under the catalysis of sulfuric acid, the yield of Et levulinate was the highest; [HSO3-BMIM] [HSO4], the conversion of raw materials was the highest; when sulfuric acid was used as catalyst, the optimum reaction conditions were catalyst dosage 10%, reaction temperature 190 °C, reaction time 60 min, the yield of Et levulinate (EL) was 18.11%, and the conversion of raw materials was 75%. When [HSO3-BMIM] [HSO4] was used as catalyst, the optimum reaction conditions were as follows: catalyst dosage 26%, reaction temperature 200 °C, reaction time 60 min, the yield of EL was 10.2%, conversion of raw material 85.31%.

Journal of Biobased Materials and Bioenergy published new progress about Biomass. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Application In Synthesis of 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Li, Suxiang; Shi, Lanlan; Wang, Chen; Yue, Fengxia; Lu, Fachuang published the artcile< Naphthalene Structures Derived from Lignins During Phenolation>, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is naphthalene lignin phenolation; NMR spectroscopy; alkali lignin; condensation; structure elucidation; syringaresinol.

Phenolation is a commonly used method to improve the reactivity of lignin for various applications. In this study, resinol lignin models (syringaresinol and pinoresinol) and eucalyptus alkali lignin were treated under acid-catalyzed phenolation conditions to investigate the products derived from resinol (β-β) structures of lignins. The phenolation products were characterized by means of GC-MS and NMR spectroscopy following separation using flash chromatog. and thin-layer chromatog. A series of new naphthalene products were identified from phenolation of syringaresinol, and the corresponding guaiacyl analogs were also identified by GC-MS. The C1-Cα bond of these resinol compounds was cleaved to release syringol or guaiacol during phenolation. In addition, diphenylmethane products formed from phenol or phenol and syringol/guaiacol were found in the phenolation products. Comparatively, more naphthalene products were obtained by phenolation from syringaresinol than those obtained from pinoresinol. HSQC NMR characterization of the phenolated alkali lignin revealed that naphthalene structures formed in the phenolated lignin.

ChemSusChem published new progress about Black pulping liquors Role: PEP (Physical, Engineering or Chemical Process), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Chermahini, Alireza Najafi; Hosseinzadeh, Behzad; Salimi Beni, Alireza; Teimouri, Abbas published the artcile< Theoretical studies on the reactivity of mono-substituted imidazole ligands>, COA of Formula: C19H34O2, the main research area is Fukui reactivity monosubstituted imidazole ligand DFT B3LYP MP2.

The global and local quantum chem. reactivity descriptors of imidazole derivatives substituted at 2, 4, and 5 positions with different groups including electron-donating and electron-withdrawing substituents were calculated using the B3LYP/6-311++G(d,p) and MP2/6-311++G(d,p) methods. The substituents were selected to cover a wide range of electronic effects. Considering the calculated Fukui functions, both imidazole derivatives and their anions are suitable nucleophilic sites in the gas phase. For the most substituents the calculated Fukui function f-k values at the N-site are small in case of electron-releasing substituents indicating a preferred N-site for hard reaction. In contrast, large f-k values in case of electron-attracting groups indicate a preferred N-site for soft reaction. These two local descriptors predicted the reactivity of the electron-rich imidazole sequence to be 2-substituted imidazoles > 5-substituted imidazoles > 4-substituted imidazole where reactivity toward electrophilic attack at a pyridine nitrogen atom is enhanced by electron donor substituents elsewhere in the mol., due to resonance effect.

Structural Chemistry published new progress about Density functional theory, B3LYP. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, COA of Formula: C19H34O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Stiff, Cory; Graber, David R.; Thorarensen, Atli; Wakefield, Brian D.; Marotti, Keith R.; Melchior, Earline P.; Sweeney, Michael T.; Han, Fusen; Rohrer, Douglas C.; Zurenko, Gary E.; Romero, Donna L. published the artcile< Bacterial translation inhibitors, 1-acylindazol-3-ols as anthranilic acid mimics>, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is acylindazolol preparation bacterial translation inhibitor.

The discovery and initial optimization of a novel anthranilic acid derived class of antibacterial agents has been described in a recent series of papers. This paper describes the discovery of 1-acylindazol-3-ols as a novel bioisostere of an anthranilic acid. The synthesis and structure-activity relationships of the indazol bioisosteres are described herein.

Bioorganic & Medicinal Chemistry Letters published new progress about Antibacterial agents. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Ma, Longhua; Meng, Qingran; Chen, Feng; Gao, Wenjie published the artcile< SAFE and SBSE combined with GC-MS and GC-O for characterization of flavor compounds in Zhizhonghe Wujiapi medicinal liquor>, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is Zhizhonghe Wujiapi medicinal liquor flavor compound GCMS SAFE SBSE; Wujiapi liquor; aromas; gas chromatography-mass spectrometry; gas chromatography-olfactometry; solvent-assisted flavor evaporation extraction; stir bar sorptive extraction.

Volatile compounds in Chinese Zhizhonghe Wujiapi (WJP) medicinal liquor were extracted by solvent-assisted flavor evaporation extraction (SAFE) and stir bar sorptive extraction (SBSE), resp., and identified by gas chromatog.-mass spectrometry. Results showed that a total of 123 volatile compounds (i.e., 108 by SAFE, 50 by SBSE, and 34 by both) including esters, alcs., acids, aldehydes, ketones, heterocycles, terpenes and terpenoids, alkenes, phenols, and other compounds were identified, and 67 of them were confirmed as aroma-active compounds by the application of the aroma extract dilution anal. coupled with gas chromatog.-olfactometry. After making a simulated reconstitute by mixing 41 characterized aroma-active compounds (odor activity values ≥1) based on their concentrations, the aroma profile of the reconstitute showed good similarity to that of the original WJP liquor. Omission test further corroborated 34 key aroma-active compounds in the WJP liquor. The study of WJP liquor is expected to provide some insights into the characterization of special volatile components in traditional Chinese medicine liquors for the purpose of quality improvement and aroma optimization.

Journal of Food Science published new progress about Alcoholic beverages (Zhizhonghe Wujiapi). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Li, Guangdi; Yue, Tingting; Zhang, Pan; Gu, Weijie; Gao, Ling-Jie; Tan, Li published the artcile< Drug discovery of nucleos(t)ide antiviral agents: dedicated to Prof. Dr. Erik De Clercq on occasion of his 80th birthday>, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is review HIV HBV HCV HSV nucleoside nucleotide analog antiviral; HBV; HCMV; HCV; HIV; HSV; VZV; antiviral therapy; nucleoside analogue; nucleotide analogue.

A review. Nucleoside and nucleotide analogs are essential antivirals in the treatment of infectious diseases such as human immunodeficiency virus (HIV), hepatitis B virus (HBV), hepatitis C virus (HCV), herpes simplex virus (HSV), varicella-zoster virus (VZV), and human cytomegalovirus (HCMV). To celebrate the 80th birthday of Prof. Dr. Erik De Clercq on 28 March 2021, this review provides an overview of his contributions to eight approved nucleos(t)ide drugs: (i) three adenosine nucleotide analogs, namely tenofovir disoproxil fumarate (Viread) and tenofovir alafenamide (Vemlidy) against HIV and HBV infections and adefovir dipivoxil (Hepsera) against HBV infections; (ii) two thymidine nucleoside analogs, namely brivudine (Zostex) against HSV-1 and VZV infections and stavudine (Zerit) against HIV infections; (iii) two guanosine analogs, namely valacyclovir (Valtrex, Zelitrex) against HSV and VZV and rabacfosadine (Tanovea-CA1) for the treatment of lymphoma in dogs; and (iv) one cytidine nucleotide analog, namely cidofovir (Vistide) for the treatment of HCMV retinitis in AIDS patients. Although adefovir dipivoxil, stavudine, and cidofovir are virtually discontinued for clin. use, tenofovir disoproxil fumarate and tenofovir alafenamide remain the most important antivirals against HIV and HBV infections worldwide. Overall, the broad-spectrum antiviral potential of nucleos(t)ide analogs supports their development to treat or prevent current and emerging infectious diseases worldwide.

Molecules published new progress about AIDS (disease). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Recommanded Product: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Li, Guangdi; De Clercq, Erik published the artcile< A medicinal chemist who reshaped the antiviral drug industry: John Charles Martin (1951-2021)>, SDS of cas: 112-63-0, the main research area is review antiviral drug industry; antiviral industry; medicinal chemisty; obituary.

A review. John Charles Martin should be remembered as a visionary medicinal chemist who was involved in the coinvention, development, or management of many FDA-approved antiviral drugs such as ganciclovir, stavudine, didanosine, cidofovir, oseltamivir, adefovir dipivoxil, tenofovir disoproxil fumarate, tenofovir alafenamide, sofosbuvir, and remdesivir.

Medicinal Research Reviews published new progress about Antiviral agents. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, SDS of cas: 112-63-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Rajendran, Abinaya; Soory, Amarendranath; Khandelwal, Neha; Ratnaparkhi, Girish; Kamat, Siddhesh S. published the artcile< A multi-omics analysis reveals that the lysine deacetylase ABHD14B influences glucose metabolism in mammals>, Product Details of C19H34O2, the main research area is lysine deacetylase ABHD14B post translational modification glucose metabolism; ABHD14B; glucose metabolism; lysine deacetylase; metabolomics; transcriptomics.

The sirtuins and histone deacetylases are the best characterized members of the lysine deacetylase (KDAC) enzyme family. Recently, we annotated the orphan enzyme ABHD14B (α/β-hydrolase domain containing protein 14B) as a novel KDAC and showed this enzyme’s ability to transfer an acetyl-group from protein lysine residue(s) to coenzyme-A to yield acetyl-coenzyme-A, thereby, expanding the repertoire of this enzyme family. However, the role of ABHD14B in metabolic processes is not fully elucidated. Here, we investigated the role of this enzyme using mammalian cell knockdowns in a combined transcriptomics and metabolomics anal. We found from these complementary experiments in vivo that the loss of ABHD14B results in significantly altered glucose metabolism, specifically the decreased flux of glucose through glycolysis and the citric acid cycle. Further, we show that depleting hepatic ABHD14B in mice also results in defective systemic glucose metabolism, particularly during fasting. Taken together, our findings illuminate the important metabolic functions that the KDAC ABHD14B plays in mammalian physiol. and poses new questions regarding the role of this hitherto cryptic metabolism-regulating enzyme.

Journal of Biological Chemistry published new progress about Animal gene Role: BSU (Biological Study, Unclassified), PRP (Properties), BIOL (Biological Study) (ABHD14B). 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Product Details of C19H34O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Solenova, S. L.; Khotsyanova, T. L.; Struchkov, Yu. T. published the artcile< Steric hindrance and molecular conformation. II. X-ray study of polyhalobenzenes and their derivatives>, COA of Formula: C19H34O2, the main research area is .

Goniometric data are given for 15 polyhalobenzenes and derivatives which display steric hindrance among the substituents. X-ray diffraction results are used to estimate the cell parameters. Typical crystal appearances are reproduced for carefully grown specimens in many cases. 1,3,4,5-Cl4C6H2, cell parameters; a 3.84, b 23.99, c 17.08 A., β 92.5°, n = 8, monoclinic P21/c, no piezo effect, packing coefficient k8 0.73; 3,4,5-Cl3C6H2NO2: a 7.63, b 7.87, c 14.59, α 67°42′, β 81°14′, γ 80°48′, n = 4, triclinic P1, no piezo effect, k4 0.70; 3,4,5-Cl3C6H2NH2.HCl: a 3.92, b 13.28, c 15.02, β 101.5°, n = 4, monoclinic P21/c, no piezo effect, k4 = 0.80; 2,6-Br2C6H3Cl: a 12.84, b 8.38, c 15.49, β 113.5°, n = 8, monoclinic P21/c, no piezo effect, k8 0.74; 2,4,6-Cl3C6H2Br: a = b = 14.28, c 3.99, n = 4, tetragonal P4̅21m, piezo effect present, k4 0.74; 1,2,3-Br3C6H3: a 13.03, b 8.29, c 15.56, β 113°, n = 8, monoclinic P21/c, no piezo effect, k8 0.77; 2,4,6-Cl3C6H2I: a 4.05, b 21.69, c 9.78, β 101°21′, n = 4, monoclinic P21/c, no piezo effect, k4 0.74; 2,6-Br2C6H3I: a 13.45, b 8.50, c 7.83, β 112°, n = 4, monoclinic P21/a, no piezo effect, k8 0.74; 3,5,4-Br2IC6H2NO2: a 9.06, b 20.11, c 10.3, β 91°, n = 8, monoclinic P21/a, k8 0.73; 3,4,5-I3C6H2NO2: a 7.28, b 17.43, c 16.72, β 91°30′, n = 8, monoclinic P21/c, no piezo effect, k8 0.69; 2,4,6-Cl3C6H2NO2: a 8.87, b 12.32, c 7.87, β 109°, n = 4, monoclinic A2/a, no piezo effect, k4 0.68; 2,4,6-Cl3C6H2NH2: a 16.58, b 3.90, c 13.74, β 117°, n = 4, monoclinic P21, piezo effect present, k4 0.66; 2,6,4-Cl2(O2N)C6H2NH2.HCl: a 3.72, b 17.86, c 23.84, β 93°, n = 8, monoclinic P21/c, no piezo effect, k8 0.78; 2,6-Br2C6H3NH2: a 16.43, b 4.43, c 10.31, n = 4, rhombic P212121, piezo effect present, k4 0.68; 2,6,4-I2(O2N)C6H2OMe (α form): a 15.25, b 16.35, c 8.43, β 98°50′, n = 8, monoclinic C2/c, no piezo effect, k8 0.70; (β form): a 15.48, b 16.31, c 4.23, n = 4, rhombic, P, no piezo effect, k4 0.69.

Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya published new progress about Crystal structure. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, COA of Formula: C19H34O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Clark, Robert L.; Pessolano, Arsenio A. published the artcile< Synthesis of some substituted benzimidazolinones>, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate, the main research area is .

The appropriate aromatic ο-diamine in aqueous HCl treated with COCl2 until the precipitate formation was complete, filtered, and the precipitate with H2O gave the corresponding substituted 2-benzimidazolinone (I) (substituents and m.p. given): 4-Me, 302-3° (MeOH); 4,7-di-Me, 337° (AcOH); 5-Et, 264-5° (EtOH); 4-Et, 261-2° (EtOH); 5-Pr, 239-41° (aqueous EtOH); 5-iso-Pr, 270-2° (EtOH); 5-Bu, 250° (aqueous EtOH); 5-EtMeCH, 253-4° (aqueous EtOH); 5-Me3C, 310° (aqueous EtOH); 5-EtMe2C, 284-5° (aqueous EtOH); 5-MePrCH, 217-18° (EtOAc); 5-C6H13, 250-2° (EtOAc); 5-Ac, 296-7° (aqueous EtOH); 5-HO, 307-9° (aqueous EtOH); 5-MeO, 256-7° (EtOH); 5-F, 303° (aqueous EtOH); 4-iso-Pr, 7-Br, 245-9° (aqueous EtOH); 5-Br, 336-7° (AcOH); 4-Cl, 335-6° (aqueous EtOH); 1-Et, 5-Me, 115° (aqueous EtOH); 1-Ph, 206-7° (EtOH); 1,5-di-Me, 197-9° (aqueous EtOH); 1-Et, 117-18° (Et2O-petr. ether); 4,5-CH:CHCH:CH, above 345° (HCONMe2-Et2O). The appropriate aromatic ο-diamine (1.0 mole) (or its HCl salt) and 1.1 moles urea heated at 140° or higher during 15 min., cooled, dissolved in 2.5N NaOH, filtered, acidified with concentrated HCl, and the base-acid treatment repeated or the precipitate recrystallized gave the corresponding I (same data given): 5,6-di-Me, above 345° (AcOH); 5-Ph, 350° (AcOH); 5,6-di-MeO, 268° (dioxane); 4,6-di-Cl, above 340° (aqueous dioxane); 5,6-di-Cl, 345° (reprecipitated); 4,5,6-tri-Cl, 342° (reprecipitated). The appropriate nitro compound in EtOH hydrogenated at 40 lb. over 5% Pd-C, filtered, and evaporated (or treated with dry HCl) gave the corresponding amino analog (m.p. given): 5-amino-1,3-dimethylbenzimidazolone-0.5-H2O.HCl, 310° (MeOH-Et2O); 5-aminobenzimidazolone-HCl, above 340° (EtOH-Et2O). The following substituted ο-phenylenediamines (substituent and m.p. given): 4-Et.2HCl, 308° (EtOH-Et2O); 3-Et.HCl, 258° (EtOH); 4-Pr.2HCl, 206-10° (EtOH-Et2O); 4-iso-Pr.2HCl, 267° (aqueous EtOH); 4-Bu.2HCl, 235° (EtOH); 4-EtMeCH.2HCl, 249-51° (EtOH-Et2O); 4-MePrCH.2HCl, 214-17° (EtOH); 4-Ac.HCl, 280-7° (aqueous EtOH); 4-MeO.2HCl, 227° (EtOH-Et2O); 4,5-di-MeO.HCl, 230-50° (aqueous MeOH); 4,2-Me(H2N)C6H3NHEt.2HCl, 178-80° (EtOH); ο-H2NC6H4NHEt.HCl, 188-93° (EtOH-Et2O). SnCl2.2H2O (100 g.) in 180 cc. concentrated HCl treated portionwise with stirring with 30 g. 4,2-Ph(O2N)C6H3NH2 below 40°, stirred 2 hrs., kept at room temperature overnight, added below 10° to 350 g. NaOH in about 800 cc. cold H2O, filtered after 3 hrs., and the residue reprecipitated from 700 cc. hot EtOH with H2O gave 20 g. 3,4-(H2N)2C6H3Ph, m. 102-3°. 4,2-iso-Pr(O2N)C6H3NHAc (17.5 g.) in 125 cc. concentrated HCl heated 3 hrs. on the steam bath, cooled to 50°, treated slowly with stirring with 75 g. SnCl2.2H2O in 30 cc. H2O and 15 cc. concentrated HCl, cooled to room temperature, treated with C, filtered, and treated directly with COCl2 gave 5-isopropylbenzimidazolinone. The appropriate benzimidazolinone refluxed 3 hrs. with 5 parts acid anhydride and cooled gave the corresponding I (substituents and m.p. given): 1-Me, 3-Ac, 120-1° (EtOH); 1-Ph, 3-Ac, 137-8° (EtOH); 1,3-di-Ac, 5-AcNH, 260-1° (aqueous AcOH; 1,3-di-Ac, 5-Me3C, 127-30° (EtOAc-petr. ether); 1,3-di-EtCO, 169-70° (EtOAc); 1,3-di-Ac, 5-Cl, 172-3° (EtOAc); 1,3-di-Ac, 5-NO2, 131-2° (EtOH); 1,3-di-Ac, 5,6-di-Cl, 218-19° (dioxane); 1-Ac, 3-Me, 120-1° (EtOH); 1-Me, 3-AcOCH2, 115-16° (EtOAc). Benzimidazolinone (152 g.) and 365 g. powd. KOH in 2000 cc. Me2CO refluxed with stirring, the mixture treated dropwise with 432 g. MeI in 350 cc. Me2CO, heated 10 min., decanted, the pasty residue extracted 3 times with Me2CO, the extract evaporated, and the crystalline material recrystallized from 450 cc. hot C6H6 by the slow addition of 100 cc. petr. ether gave 122 g. 1,3-dimethylbenzimidazolinone, m. 111-12°; 39 g. 2nd crop. Similarly were prepared the following I (same data given): 1,3-di-(CH2CH:CH2), 53-4° (petr. ether); 1,3-di-(PhCH2), 107-8° (Et2O); 1,3-di-Me, 5-Me3C, 180-1° (aqueous EtOH); 1,3-di-Me, 5-iso-Pr, 142-3° (aqueous EtOH); 1,3-di-(CH2CMe:CH2), 85-6° (Et2O-petr. ether); 1,3,5,6-tetra-Me, 153-4° (EtOAc); 1,3-di-Me, 5-Cl, 163-41° (aqueous EtOH); 1,3,5-tri-Me, 103-5° (Et2O-petr. ether); 1,3-di-Me, 5-MeO, 92-3° (C6H6-petr. ether); 1,3-di-Et, 68-9° (petr. ether); 1,3-di-(PhCH2CH2), 74-5° (Et2O-petr. ether); 1,3-di-Me, 5-Br, 166-7° (EtOH); 1,3-di-Me, 5-EtO, 104-5° (aqueous EtOH); 1,3-di-(BzCH2), 197-8° (aqueous AcOH); 1,3-di-(Me2NCH2CH2).2HClO4, 238° (aqueous EtOH); 1,3-di-(EtO2CCH2), 169-70° (EtOH); 1,3-di-(Et2NCH2CH2), 5-Me3C.2HClO4, 140° (aqueous EtOH); 1,3-di-(Et2NCH2CH2).2HClO4, 142-3° (MeOH); 1,3-di(Et2NCH2CH2), 4,6-di-Me.2HClO4, 201-3° (aqueous EtOH); 1,3-di-(Me2NCHMeCH2.).2HClO4, 229-30° (aqueous EtOH); 1,3-di-(Et2NCH2CH2), 5-MeO.2HClO4, 160-2°; 1,3-di-Me, 5-NO2, 208-9° (EtOAc); 1,3-di-Me, 5-H2NCONH, 350° (aqueous AcOH). The following I (substituents and m.p. given) were prepared by the method of Vaughan and Blodinger (C.A. 50, 8606g): 5-BuCO, 269-71° (aqueous EtOH); 5-iso-BuCO, 268-70° (EtOH); 5-C7H15CO, 246-7° (EtOH); 5-C13H27CO, 229° (EtOH). 5-Myristoylbenzimidazolinone (100 g.) in 1500 cc. EtOH hydrogenated 3.5 hrs. at 225° over 10 g. Cu chromite, filtered, extracted with hot dioxane, and the filtered extract cooled gave 65 g. 5-tetradecylbenzimidazolinone, m. 226° with previous softening (AcOH). Similarly were prepared the following I (substituent and m.p. given): 5-Am, 261-4° (aqueous EtOH); 5-iso-Am, 256-9° (aqueous EtOH); 5-C8H17, 240-2° (EtOH). p-AcNHC6H3Ac (47 g.) in 150 cc. AcOH and 50 cc. Ac2O treated with stirring with 23 cc. fuming HNO3 at 40°, stirred 1 hr., poured into 1500 cc. H2O, and the gummy precipitate (45 g.) crystallized from 115 cc. AcOH gave 20 g. 4,3-AcNH(O2N)C6H3Ac, m. 140-1°. In the same manner were prepared the following substituted benzenes (m.p. given): 4,2-Pr(O2N)C6H3NHAc, 135° (aqueous EtOH); 3,2-iso-Pr(O2N)C6H3NHAc, 81-2° (aqueous EtOH); 4,2-EtMe2C(O2N)C6H3NHAc, 53-4° (petr. ether); 4,2-C6H13(O2N)C6H3NHAc, 51-2° (aqueous EtOH); 4,2-F(O2N)C6H3NHAc, 72-3° (aqueous EtOH); 4,5,2-Br(iso-Pr)(O2N)C6H2NHAc, 139-41°. p-MePrCHC6H4NH2 acetylated in the usual manner gave the N-Ac derivative, m. 122-4° (Et2O-petr. ether). Similarly was prepared p-C6H13C6H4NHAc, m. 74-6° (petr. ether). The appropriate acylamine heated 3 hrs. with HCl or with NaOMe by the method of Verkade and Witjens (C.A. 38, 23228) gave the corresponding amine; in this manner was prepared 4,2-Pr(O2N) C6H3NH2, m. 59-60° (aqueous EtOH). By catalytic hydrogenation of the corresponding 6-Br compound was prepared the 5-iso-Pr derivative, m. 232-3° (aqueous EtOH), of benzimidazolinone (II). The 5-NH2 derivative of II in acid treated with KOCN gave the 5-NHCONH2 derivative of II, m. 345° (reprecipitated). II, EtCOCl, and PhNO2 refluxed 4 hrs. gave the 1-EtCO derivative of II, m. 212-13° (EtOH). 1-Me derivative of II refluxed with aqueous CH2O gave the 3-CH2OH derivative, m. 153-4° (EtOH). The 5-Me3C derivative of II was converted by the method of Monti (C.A. 38, 45991 to the 1-xanthyl derivative, m. 253-4° (EtOAc). 1,3-Di-(HO2CCH2) derivative of II, m. 291-2° (EtOH), was prepared by hydrolysis of the di-Et ester. 5,6-Di-NO2 derivative of II reduced and the resulting diamine treated with COCl2 gave the 5,6-(NHCONH) derivative of II.0.5H2O, m. above 340° (EtOH).

Journal of the American Chemical Society published new progress about 112-63-0. 112-63-0 belongs to class esters-buliding-blocks, and the molecular formula is C19H34O2, Name: (9Z,12Z)-Methyl octadeca-9,12-dienoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics