Tag: M.W=200-300

These common heterocyclic compound, 53518-15-3, name is 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C10H6F3NO2

To a solution of 2 (1.40g, 6.11mmol), in 20mL CH2Cl2 was added triethylamine (1.78mL, 12.81mmol) and the solution was stirred at 35C for 20min. After cooling the system to room temperature, thiophosgene (1.40mL, 18.37mmol) was added dropwise and the mixture was stirred at 35C for 20min. The reaction was completed after 20min, as indicated by TLC (Hexanes:EtOAc=8:1). Excess of CSCl2 was removed by distillation in high vacuum. The orange precipitate was dissolved in 20mL CH2Cl2, filtered through silica gel for the removal of triethylamine hydrochloride, washed with 10mL dichloromethane, and dried in high vacuum to yield 1.37g (83.0%) of product as a light orange solid.mp: 119.7-120.8C. 1H NMR (300MHz, DMSO-d6): delta (ppm)=7.73-7.76 (m, 1H, ArH), 7.71 (d, 1H, J=2.1Hz, ArH), 7.50 (dd, 1H, J1=2.1Hz, J2=8.7Hz, ArH), 7.12 (s, 1H, C-CH-C=O). 13C NMR (75MHz, DMSO-d6) delta (ppm): 158.45, 154.83, 139.03, 138.59, 136.87, 134.37, 126.56, 123.65, 118.29, 115.13, 113.00. 19F NMR (282MHz, DMSO-d6) delta (ppm): -63.42. HR-ESI-MS (C11H4F3NO2S): m/z calcd for [M+H]+=271.9993, found=271.9987.

The synthetic route of 7-Amino-4-(trifluoromethyl)-2H-chromen-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Zheng-Yi; Su, Hong-Kui; Tong, Hong-Xiao; Yin, Yue; Xiao, Tangxin; Sun, Xiao-Qiang; Jiang, Juli; Wang, Leyong; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 200; (2018); p. 307 – 312;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 99548-54-6, A common heterocyclic compound, 99548-54-6, name is Methyl 3-bromo-2-methylbenzoate, molecular formula is C9H9BrO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a flask was added methyl 3-bromo-2-methylbenzoate (21 g, 91.7 mmol), potassium hexacyanoferrate (II) trihydrate (9.7 g, 22.9 mmol), Na2CO3 (9.7 g, 91.7 mmol) and Pd(OAc)2 (102 mg) in N,N-dimethylacetamide (100 mL). The flask’s atmosphere was evacuated and replaced with nitrogen, and the reaction mixture heated at 120 C. for 10 hours. The reaction mixture was cooled to room temperature and diluted with ethyl acetate (150 mL). The resultant slurry was filtered and washed thoroughly with ethyl acetate (2×50 mL). The combined filtrate was washed with brine and water, dried over Na2SO4 and evaporated under reduced pressure. The residue obtained after the concentration was purified using flash chromatography (ethyl acetate-hexanes (1:9) as the eluent) to provide methyl 3-cyano-2-methylbenzoate (11.2 g, 70% yield). 1H NMR spectrum (in DMSO-d6): delta 8.03 (d, J=8.1 Hz, 1H); 7.98 (d, J=7.9 Hz, 1H); 7.49 (t, 1H); 3.84 (s, 3H); 2.65 (s, 3H).

The synthetic route of 99548-54-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Inotek Pharmaceuticals Corporation; US2007/49555; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 3044-06-2, name is Diethyl 2-(1-ethoxyethylidene)malonate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C11H18O5

In a round-bottom flask, equipped with a stirrer, thermometer and reflux condenser, mix under nitrogen in the specified order: 1 g (0.0048 mol) of BCD-BTK-13-14 and 1.18 g (0.0051 mol) of diethyl-2-(1- ethoxyethylidene)malonate. Heat the mixture for 2 hours at 125-130 . Distill off the residual solvent using a rotary evaporator. Take the mixture to the next step without additional purification. Yield: 1.88 g (99%).

According to the analysis of related databases, 3044-06-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JOINT STOCK COMPANY “BIOCAD”; GAVRILOV, Aleksey Sergeevich; ALESHUNIN, Pavel Aleksandrovich; GORBUNOVA, Svetlana Leonidovna; REKHARSKY, Mikhail Vladimirovich; KOZHEMYAKINA, Natalia Vladimirovna; KUKUSHKINA, Anna Aleksandrovna; KUSHAKOVA, Anna Sergeevna; MIKHAYLOV, Leonid Evgen`evich; MOLDAVSKY, Alexander; POPKOVA, Aleksandra Vladimirovna; SILONOV, Sergey Aleksandrovich; SMIRNOVA, Svetlana Sergeevna; IAKOVLEV, Pavel Andreevich; (197 pag.)WO2018/92047; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 35120-18-4, name is Ethyl 1-bromocyclobutanecarboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 1-bromocyclobutanecarboxylate

General procedure: A mixture of thiones or thiol 5a-5q or 5ha-5hi (60 mmol), bromoacetates BrCH2CO2Me,(CH3)2CBrCO2Et or ethyl 1-bromocyclobutanecarboxylate (80 mmol) and K2CO3 (16.59 g, 120 mmol)in a suitable solvent (200 mL; acetone for 5a-5b or DMF for the others) was stirred at a temperaturespecified in Schemes 1-5 until the completion of reaction as indicated by TLC analysis (typicallywithin 12 h). On cooling to room temperature (if necessary), for 5a-5b: the reaction mixture wasfiltered off and the filtrate was evaporated on a rotary evaporator to give a residue, which waspurified by column chromatography to afford 6a-6b; for the others: the reaction mixture was pouredinto ice-water (300 mL), and the resulting mixture was extracted with CH2Cl2 (100 mL × 3). Thecombined extracts were washed with 5% brine (100 mL × 5), dried (Na2SO4) and evaporated on arotary evaporator to afford the crude product as a residue, which was purified by columnchromatography to yield the pure product 6c-6x or 6ha-6hi.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Cai, Wenqing; Wu, Jingwei; Liu, Wei; Xie, Yafei; Liu, Yuqiang; Zhang, Shuo; Xu, Weiren; Tang, Lida; Wang, Jianwu; Zhao, Guilong; Molecules; vol. 23; 2; (2018);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7149-03-3, name is Ethyl 4-amino-3-bromobenzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 7149-03-3, name: Ethyl 4-amino-3-bromobenzoate

To a solution of ethyl 4-amino-3-bromobenzoate (5.0 g, 20.66 mmol), (4- cyanophenyl)boronic acid (3.33 g, 22.72 mmol) and Pd(dppf)C12 (0.843 g, 1.03 mmoi) indiglyme (10 mL) was added K2C03 (4.27 g, 30.99 mmol). The reaction mixture was heated at80C for 4 h. The reaction mass was quenched with water and extracted with EtOAc. The organic layer was washed with water and brine. The organic layer was separated, dried, filtered and concentrated to afford 2.7 g of title product. ?H NMR (300 MHz, DMSO-d6): 7.92-7.89 (d, J = 7.8 Hz, 2H), 7.69-7.67 (d, J = 8.7 Hz, 1H), 7.63-7.60 (d, J = 7.8 Hz, 2H),7.56 (s, 1H), 6.8 1-6.78 (d, J = 8.4Hz, 1H), 5.83 (br s, 2H), 4.22-4.20 (q, J = 6.9 Hz, 2H),1.28-1.23 (t, J= 7.5 Hz, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; MUTHUKAMAN, Nagarajan; PISAL, Dnyandeo; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; KADAM, Sheetal R; (303 pag.)WO2016/55947; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 88709-17-5,Some common heterocyclic compound, 88709-17-5, name is Ethyl 2-ethoxy-4-methylbenzoate, molecular formula is C12H16O3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a solution of diisopropylamine (1 .46 g, 14.4 mmol) in anhydrous THF (20 mL) at -30 C was added n-BuLi (2.4M in hexane, 5.8 mL, 14.4 mmol) slowly under a nitrogen atmosphere. The mixture was stirred at -30 C for 30 minutes then cooled to -78 C and HMPA (4.0 g) was added. A solution of ethyl 2-ethoxy-4-methylbenzoate I76 (2.0 g, 9.6 mmol) in anhydrous THF (5 mL) was then added dropwise and the resulting mixture stirred at -78 C for 2 hours. CO? (g) was bubbled through the mixture until the colour of the anion discharged then for a further 30 minutes. The reaction was allowed to warm to 10 C, then diluted with water (20 mL) and extracted with diethyl ether (2 x 20 mL). The aqueous layer was acidified to pH 2 by addition of 10% aqueous H2S04 and extracted with DCM (2 x 20 mL). The combined DCM layers were washed with water and brine, dried ( a2SC) and concentrated to give the title compound (550 mg, 23%) as yellow oil. LCMS-C: RT 2.36 min; m/z (0798) 253.1 [M+H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-ethoxy-4-methylbenzoate, its application will become more common.

Reference:
Patent; CTXT PTY LTD; BERGMAN, Ylva Elisabet; FOITZIK, Richard Charles; MORROW, Benjamin Joseph; CAMERINO, Michelle Ang; WALKER, Scott Raymond; LAGIAKOS, H. Rachel; FEUTRILL, John; STEVENSON, Graeme Irvine; STUPPLE, Paul Anthony; (222 pag.)WO2016/34673; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 26218-04-2, name is 2-Ethylhexyl 4-aminobenzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 26218-04-2, name: 2-Ethylhexyl 4-aminobenzoate

200 mL of toluene was added to the flask, the water was refluxed for 1.0 hour,Cooled to about 80 ,Into the intermediate III79.30g (0.20mol);The intermediate II 104.58g (0.42mol), 200mL toluene was placed in a beaker and stirred until fully soluble constant pressure dropping funnel; when the temperature reached 80 ,A solution of isooctyl p-aminobenzoate in toluene, the reaction 7-8h. Add water and separate the organic phase.The organic phase was distilled under atmospheric pressure to obtain crude toluene, suction filtered;The crude product was added 950g ethanol heated to full solubility,Then add 10g of activated carbon and 10g clay reflux bleaching 1h,The octyl triazone was filtered off with suction, white solid with HPLC purity of 99.45% and yield of 88.1%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; China Three Gorges University; Li Dejiang; Liu Yiwen; Xie Yibi; (7 pag.)CN104860893; (2017); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 176694-36-3, name is Methyl 4-fluoro-3-(trifluoromethyl)benzoate, A new synthetic method of this compound is introduced below., Computed Properties of C9H6F4O2

To a solution of the crude methyl ester in DMF (5 mL) was added octane- 1 -thiol (0.87 mL, 5 mmol) and Cs2CCh (2.44g, 7.5 mmol). The reaction mixture was stirred at 600C for 1 h, concentrated, quenched with NH4CI, extracted with EtOAc. The organics was dried over Na2SO4, concentrated under reduced pressure to leave the crude methyl 4-(octylthio)-3-(trifluoromethyl)benzoate 2a. MS (ESI, M+H+) = 349.0

The synthetic route of 176694-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAECIS PHARMACEUTICALS INCORPORATED; WO2008/16692; (2008); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 120-51-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 120-51-4 name is Benzyl benzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 13Hydrogenation of Benzyl Benzoate Benzyl benzoate (8 mmol), a ruthenium complex 1 (0.008 mmol), and tetrahydrofuran (3.2 mL) were charged into a 100-mL autoclave equipped with a stirrer. Then, the mixture was subjected to hydrogenation at a hydrogen pressure of 5 MPa at 80 C. for 16 hours. The reaction liquid was analyzed by gas chromatography. As a result, benzyl alcohol was obtained at a conversion rate of 23% and a selectivity of 98%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Benzyl benzoate, and friends who are interested can also refer to it.

Reference:
Patent; TAKASAGO INTERNATIONAL CORPORATION; US2010/63294; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 40876-98-0

(a) 6-Hydroxy-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester 5-Aminopyrazole (25 g) and diethyl oxalacetate sodium salt (74.4 g) were dissolved under cooling in 1N hydrochloric acid. 68.75 mL of glacial acetic acid were added and the mixture was stirred at 80 C. for 14 h. The mixture was cooled to room temperature and the formed precipite was filtered off and titurated in ethyl acetate to give 16.06 g (26%) of the desired product. LC/MS (Method LC1): Rt=0.86 min: m/z=208.07 [M+H]+.

The synthetic route of 40876-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; PLETTENBURG, Oliver; LOEHN, Matthias; MENDEZ-PEREZ, Maria; HACHTEL, Stephanie; PODESCHWA, Michael; KANNT, Aimo; IVASHCHENKO, Yuri; BJERGARDE, Kirsten; US2013/150340; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics