Month: June 2021

2905-69-3, name is Methyl 2,5-dichlorobenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 2905-69-3

General procedure: The following procedure is representative of these reactions. PhSH (5 mmol) and t-BuOK (5.1 mmol) were added to 250 mL of distilled liquid ammonia; PhS- ions were ready for use. The substrate, methyl 2,5-dichlorobenzoate (1 mmol), was added to the solution, and the reaction mixture was irradiated for 2 h. The reaction was then quenched with an excess of ammonium nitrate (or methyl iodide), and the ammonia was allowed to evaporate. The solid was dissolved in water, and HNO3 was added to the water phase to reach pH=3 before extraction with diethyl ether. Products were isolated by column chromatography employing silica gel and quantified by GC using the internal standard method.

The synthetic route of 2905-69-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Uranga, Jorge G.; Montanez, Juan P.; Santiago, Ana N.; Tetrahedron; vol. 68; 2; (2012); p. 584 – 589;,
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19064-14-3, name is Ethyl 2,6-difluorobenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 19064-14-3

D. Ethyl 2-fluoro-6-[3,4-(methylene)dioxyphenoxy]benzoate Ethyl 2,6-difluorobenzoate (558 mg, 3.0 mmol) was added to dry sodium 3,4-methylenedioxyphenoxide (3.0 mmol, prepared as described in part A) in DMSO followed by addition of dry DMSO (2 ml). The reaction mixture was warmed to 50 C. forming a solution which turned from brown to green upon further heating. After 90 min., the reaction was cooled to 25 C., diluted with water (10 ml) and extracted with EtOAc (3*10 ml). The organic extract was washed with water (2*7 ml) and brine (7 ml), dried (MgSO4) and concentrated to give a light yellow oil. The product was purified by flash chromatography on SiO2 (5-20% EtOAc/hexane) yielding 532 mg of ethyl 2-fluoro-6-[3,4-(methylenedioxy)phenoxy]benzoate as a colorless oil (58% yield).

The synthetic route of 19064-14-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Texas Biotechnology Corporation; US5977117; (1999); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 369-25-5, name is Methyl 3,4-difluorobenzoate, 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 369-25-5, Formula: C8H6F2O2

1,2-Dihydro-indazol-3-one (500 mg; 3.73 mmol; 1.00 eq.), cesium carbonate (3.64 g; 11.2 mmol; 3.00 eq.) and methyl 3,4-difluorobenzoate (1.28 g; 7.46 mmol; 2.00 eq.) were stirred at 120 C in a round bottom flask for 3 hours. 1,2-Dichloro-3-nitrobenzene (1.43 g; 7.46 mmol; 2.00 eq.) was added and the reaction mixture was heated at 120 C for an additional 2 hours. The reaction mixture was cooled and diluted in ethyl acetate (50 mL). The organic layer was washed with a saturated solution of NH4Cl (20 mL), a saturated solution of Na2CO3(20 mL) and brine (20 mL). The organic layer was dried over MgSO4, filtered and concentrated. The residue was purified using silica gel chromatography using heptane/ethyl acetate (5/5) as eluent. Methyl 4-(3-(2-chloro-6-nitrophenoxy)-1H-indazol-1-yl)-3-fluorobenzoate was isolated as a pale orange solid (1.00 g; 60.7%).1H NMR (DMSO-d6) delta: 3.90 (s, 3H), 7.43 – 7.36 (m, 1H), 7.50 (dd,J =8.7, 3.9 Hz, 1H), 7.68 – 7.57 (m, 3H), 7.99 – 7.90 (m, 3H), 8.11 (dd,J =8.2, 1.5 Hz, 1H), 8.20 (dd,J =8.3, 1.6 Hz, 1H)MS-ESIm/z442 [MH+].

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:
Article; Ouvry, Gilles; Bouix-Peter, Claire; Ciesielski, Fabrice; Chantalat, Laurent; Christin, Olivier; Comino, Catherine; Duvert, Denis; Feret, Christophe; Harris, Craig S.; Lamy, Laurent; Luzy, Anne-Pascale; Musicki, Branislav; Orfila, Danielle; Pascau, Jonathan; Parnet, Veronique; Perrin, Agnes; Pierre, Romain; Polge, Gaelle; Raffin, Catherine; Rival, Yves; Taquet, Nathalie; Thoreau, Etienne; Hennequin, Laurent F.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5802 – 5808;,
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Synthetic Route of 2033-24-1, 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. 2033-24-1, name is 2,2-Dimethyl-1,3-dioxane-4,6-dione belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Pyridine (2 equiv) was added to a solution of Meldrum?s acid (1 equiv) in DCM (0.7 M). The acyl chloride (1 equiv) was dissolved in DCM (1.4 M) and was added dropwise to the Meldrum?s acid solution at 0 C. The reaction was stirred for 1.5 h at 0 C and 1.5 h at room temperature. An additional portion acyl chloride (0.5 equiv) was added and stirring was continued for 12 h at room temperature. Then the reaction was stopped by adding HCl (2 M) and diluted with DCM. The organic phase was separated, dried over Na2SO4 and evaporated. The crude product was either purified by column chromatography or crystallized to yield the pure acyl Meldrum?s acid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2,2-Dimethyl-1,3-dioxane-4,6-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Beyer, W.R. Christian; Woithe, Katharina; Lueke, Bettina; Schindler, Michael; Antonicek, Horst; Scherkenbeck, Juergen; Tetrahedron; vol. 67; 17; (2011); p. 3062 – 3070;,
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Ester – an overview | ScienceDirect Topics

Reference of 13831-03-3, A common heterocyclic compound, 13831-03-3, name is tert-Butyl propiolate, molecular formula is C7H10O2, 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.

Oupric sulfate pentahydrate (1 .03 g, 4.11 mmol) and sodium ascorbate (4.07 g, 20.6 mmol) are added to a stirred solution of (4-Azidomethyl-benzyloxy)-tert-butyl-dimethy-silane (6.0 g, 20.6 mmol) and tert-butyl propiolate (3.10 ml, 22.6 mmol) dissolved in a mixture of 50 mL of tert-butanol and 50m1 of water. The reaction mixture is stirred at room temperature for 2 hours. The solvent is removed under reduced pressure and the residue is partitioned between water and DOM. The organic layer is separated and concentrated under reduced pressure to obtain thecrude title compound (yield 8.3 g).LO (Method 4): tR = 0.73 mm; Mass spectrum (ES+): m/z = 404 [M+H].

The synthetic route of 13831-03-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FRATTINI, Sara; BAKKER, Remko; GIOVANNINI, Riccardo; FOSSATI, Giacomo; HAMPRECHT, Dieter; LINGARD, Iain; PAUTSCH, Alexander; WELLENZOHN, Bernd; (168 pag.)WO2017/72021; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 93-92-5, 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. 93-92-5, name is 1-Phenylethyl acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A mixture of ester (1 mmol) and PBNS (30 mg) in H2O(2 mL) was stirred at ambient temperature. After completion of the reaction as monitored by TLC, the insoluble catalyst was separated by filtration. Water was removed by rotary evaporation and the residue was extracted with ethyl acetate(310 mL). The organic layer was dried over anhydrous Na2SO4. After evaporation of the solvent, the products were purified by column chromatography. The product?s purity was checked by TLC, it showed single spot of the final product, and evaporation of the solvent gave the desired pure products in good yields.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Phenylethyl acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Khazaei, Ardeshir; Saednia, Shahnaz; Roshani, Liela; Kazem-Rostami, Masoud; Zare, Abdolkarim; Letters in Organic Chemistry; vol. 11; 3; (2014); p. 159 – 167;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 3196-15-4, 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. 3196-15-4 name is Methyl 2-bromobutyrate, 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.

Step 1: a mixture of 5-bromobenzo[d]thiazol-2-amine and 7-bromobenzo[d]thiazol-2-amine [0484] To a stirred solution of 1-(3-bromophenyl)thiourea (1.00 g, 4.33 mmol) in dichloromethane (15 mL) was added dropwise a solution of bromine (345 mg, 4.33 mmol) in dichloromethane (15 mL). The reaction mixture was stirred at room temperature overnight. The resulting solid was filtered, washed with dichloromethane, and then dried under reduced pressure to give 809 mg of the titled compound as a yellow solid (Yield: 82%). Step 2: a mixture of N-(5-bromobenzo[d]thiazol-2-yl)-4-methylbenzamide and N-(7-bromobenzo[d]thiazol-2-yl)-4-methylbenzamide [0485] To a solution of the mixture of 5-bromobenzo[d]thiazol-2-amine and 7-bromobenzo[d]thiazol-2-amine (100 mg, 0.436 mmol) prepared in Step 1 in toluene (2.2 mL), were added p-toluoyl chloride (135 mg, 0.872 mmol) and diisopropylethylamine (0.22 mL, 1.38 mmol). The reaction mixture was stirred at 80 C. for 2 hours. The reaction mixture was quenched with water and then extracted with dichloromethane. The extract was dried over anhydrous sodium sulfate, filtered, and then evaporated. The residue was used in the next step without further purification. Step 3: methyl 2-[7-bromo-2-(4-methylbenzoylimino)benzo[d]thiazol-3(2H)-yl]butanoate [0486] To a solution of the mixture of N-(5-bromobenzo[d]thiazol-2-yl)-4-methylbenzamide and N-(7-bromobenzo[d]thiazol-2-yl)-4-methylbenzamide (90 mg, 0.258 mmol) prepared in Step 2 in N,N-dimethylformamide (3.0 mL), were added methyl 2-bromobutyrate (93.9 mg, 0.519 mmol) and potassium carbonate (107 mg, 0.768 mmol). The reaction mixture was stirred at 80 C. for 3 hours. The reaction mixture was quenched with water and then extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, filtered, and then evaporated. The residue was purified with silica gel column chromatography (n-hexaneethyl acetate=10/1) to give 26.7 mg of the titled compound as a white solid (Yield: 23%). [0487] 1H NMR (CDCl3, 400 MHz) delta 8.19 (d, 2H), 7.45 (d, 1H), 7.20-7.34 (m, 4H), 5.53 (brs, 1H), 3.67 (s, 3H), 2.47-2.54 (m, 2H), 2.43 (s, 3H), 0.91 (t, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-bromobutyrate, and friends who are interested can also refer to it.

Reference:
Patent; YUHAN CORPORATION; Hur, Youn; Kim, Dong-Hyun; Kim, Eun-Kyung; Park, Jin-Hwi; Joo, Jae-Eun; Kang, Ho-Woong; Oh, Se-Woong; Kim, Dong-Kyun; Ahn, Kyoung-Kyu; US2015/11528; (2015); A1;,
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Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 105-53-3, name is Diethyl malonate, 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 105-53-3, Recommanded Product: 105-53-3

Step 1: Into a 5 L 4 necked round bottomed flask was placed a solution of diethyl malonate (300 g, 1.87 mol) and 1,2-dibromoethane (634.5 g, 3.38 mol) in DMSO (1.5 L). The mixture was treated with K2C03 (1020 g, 7.39 mol) and Bu4NHSO4 (6.4 g, 19 mmol). The resulting solution was allowed to stir for 48 h at room temperature. The reaction mixture was treated with 2 L of H20 and extracted with 1.5 L of EtOAc (3x). The organic layers were combined, dried over Na2SO4 and concentrated under reduced pressure. The residue was distilled under 5-10 mmHgvacuum at 64-65 C. This resulted in 400 g (90%) of diethyl cyclopropane-1,1-dicarboxylate as an oil.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Diethyl malonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIM, Jongwon; ALTMAN, Michael, D.; BRUBAKER, Jason, D.; GIBEAU, Craig, R.; (107 pag.)WO2016/144848; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 110661-91-1 as follows. Application In Synthesis of tert-Butyl 4-bromobutanoate

To a mechanically stirred solution of terf-butyl 4-bromobutanoate [CAS 1 10661 – 91 -1] (42.3 g, 0.19 mol) in DMF (600 mL) was added in portions a solid mixture of 3-amino-5-methoxyphenol [CAS 162155-27-3] (26.4 g, 0.19 mol) and Cs2CO3 (123.6 g, 0.379 mol). The reaction was stirred at 60C for 65 h, and allowed to reach room temperature. The mixture was poured out into H2O (2.5 L). The product was extracted with Et2O (2 times). The combined organic layers were washed with brine, dried over MgSO4 and filtered off. The solvent was evaporated under reduced pressure, and then co-evaporated with toluene. The residue was purified via Normal Phase HPLC (Stationary phase: silica gel 60A 25-40 muiotatauiota (Merck), Mobile phase: gradient from 20% EtOAc, 80% heptane to 60% EtOAc, 40% heptane) yielding te/t-butyl 4-(3-amino-5-methoxyphenoxy)butanoate 1a (27 g).

According to the analysis of related databases, 110661-91-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; KATHOLIEKE UNIVERSITEIT LEUVEN; KESTELEYN, Bart Rudolf Romanie; RABOISSON, Pierre Jean-Marie Bernard; BONFANTI, Jean-Francois; BARDIOT, Dorothee Alice Marie-Eve; MARCHAND, Arnaud Didier M; (74 pag.)WO2017/167951; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 29006-01-7,Some common heterocyclic compound, 29006-01-7, name is Methyl 4-methoxybutanoate, molecular formula is C6H12O3, 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.

Step A: A solution of methyl 4-methoxybutanoate (1.48 g, 1.0 equiv) in methanol was treated with LiOH.H2O (3.1 equiv), and the mixture was heated to 50 C. for 3 hours. The mixture was cooled to ambient temperature and 5.0 N HCl (7.0 mL) was added. The mixture was concentrated to dryness under reduced pressure, CH2Cl2 was added and the mixture sonicated for 30 minutes. The insoluble salts were removed by vacuum filtration and the filtrate concentrated to afford 4-methoxybutanoic acid as a colorless oil (1.023 g, 77%).

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

Reference:
Patent; Miknis, Greg; Lyssikatos, Joseph P.; Laird, Ellen; Tarlton, Eugene; Buckmelter, Alexandre J.; Ren, Li; Rast, Bryson; Schlacter, Stephen T.; Wenglowsky, Steven Mark; US2007/49603; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics