Tag: M.W=200-300

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. 909563-22-0, name is Methyl 4-amino-2-isopropoxybenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 4-amino-2-isopropoxybenzoate

To a solution of methyl 4-amino-2-(propan-2-yloxy)benzoate (CAS Registry Number 909563-22-0) (2.33 g, 11.1 mmol) in ethyl acetate (25 mL), N-chlorosuccinimide (1.5 g, 11 mmol) was added, followed by heating at 50 C. After completion of the reaction, a residue obtained through concentration of the reaction solution under reduced pressure was purified by silica gel column chromatography [elution solvent: n-hexane/ethyl acetate=100/0-0/100 (V/V)] to obtain 2.7 g (quantitative yield) of the title compound in the form of a solid. (0297) MS m/z: 244, 246 (M+H)+.

The synthetic route of 909563-22-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; Soneda, Tsuyoshi; Sakai, Hiroki; Matsumoto, Koji; Tanaka, Naomi; Fukunaga, Taichi; (39 pag.)US2019/365688; (2019); A1;,
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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 89901-03-1 as follows. Computed Properties of C14H11BrO2

A solution of 4 -BROMO-BIPHENYL-4-CARBOXYLIC acid methyl ester, 7.8g (27.9 mmol) in 150ML of tetrahydrofuran was cooled to 0 C via ice-water bath. LITHIUMALUMINUM- hydride, L. lg (27.9 mmol) was added to the solution in one portion. The reaction mixture stirred at 0 C for LH. The mixture was slowly quenched with lOmL of isopropyl alcohol, then with lOmL of water. The aqueous mixture was extracted with 3X50ML portions of ethyl acetate. The organic layers were combined, washed with sat. aq. NaCl, and dried (MGSO4). The solution was concentrated to afford the desired product in 7. 01g (100%) as a white solid. The material was taken to the next step without further purification.

According to the analysis of related databases, 89901-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE INSTITUTE OF PHARMACEUTICAL DISCOVERY, LLC; WO2004/99170; (2004); A2;,
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Related Products of 238749-50-3,Some common heterocyclic compound, 238749-50-3, name is Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate, molecular formula is C9H8BrNO2S, 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.

Ethyl 2-bromo-6-formyl-4H-thieno[3,2-b]pyrrole-5-carboxylate (62). To DMF(2.05 mL) cooled by ice/water was added POCl3 dropwise and the mixture was stirred for 30 min. A solution of carboxylate 61 (1.96 g, 7.15 mmol) in DMF (2.5 mL) was added at this temperature and the mixture was allowed to warm to room temperature then heated to 60 0C. After 16 h, the reaction mixture was cooled to room temperature, and poured into ice/water. The mixture was extracted with EtOAc (3×20 mL) and the combined organic layers were washed with aqueous saturated NaHCO3 and brine, dried over Na2SO4. After removed the organic solvent, the residue was purified by column chromatography (EtOAc/Hexane: 1/4) to give the desired aldehyde 62 (1.62 g, 75%) as a white solid.

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-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate, its application will become more common.

Reference:
Patent; THE UNITED STATES OF AMERICA, AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; THOMAS, Craig J.; AULD, Douglas S.; INGLESE, James; SKOUMBOURDIS, Amanda P.; JIANG, Jian-Kang; BOXER, Matthew; WO2010/42867; (2010); A2;,
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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 577-62-8 as follows. Recommanded Product: 577-62-8

A solution of compound 2 (3mmol) in 10 mL ethanol and refluxed with 99 % hydrazine hydrate (6 mmol) for 4 h and the reaction was monitored by using TLC after completion. The reaction mass was cooled to room temperature and then poured into 50 mL cold water. The precipitate was filtered off.

According to the analysis of related databases, 577-62-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Navudu, Ramesh; Mannem, Gangadhara Rao; Bollikolla, Hari Babu; Asian Journal of Chemistry; vol. 28; 6; (2016); p. 1351 – 1360;,
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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. 2521-91-7, name is Ethyl 2-((3-bromophenyl)amino)acetate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C10H12BrNO2

General procedure: A mixture of sodium methoxide (10 mmol) and hydroxylaminehydrochloride (6 mmol) in anhydrous methanolwaswell stirred for30 min. To this mixture was added compound 5 or 6 (3 mmol) wasadded, and the mixture was stirred at room temperature for 1-3 h.The reaction was quenched with ice (30 g) and neutralized withdilute HCl, which was extracted with ethyl acetate (3 60 mL). Theorganic layers were collected, dried over sodium sulfate, filtered,and evaporated under vacuum. The residure was purified by flashsilica chromatography (methanol-dichloromethane) to afford pureproduct (2 or 3) as a white solid.

According to the analysis of related databases, 2521-91-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Qi; Shi, Wei-Kang; Ren, Shen-Zhen; Ni, Wei-Wei; Li, Wei-Yi; Chen, Hui-Min; Liu, Pei; Yuan, Jing; He, Xiao-Su; Liu, Jia-Jia; Cao, Peng; Yang, Pu-Zhen; Xiao, Zhu-Ping; Zhu, Hai-Liang; European Journal of Medicinal Chemistry; vol. 156; (2018); p. 126 – 136;,
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Adding a certain compound to certain chemical reactions, such as: 213598-10-8, name is Methyl 3-bromo-4-isopropoxybenzoate, 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 213598-10-8, Recommanded Product: Methyl 3-bromo-4-isopropoxybenzoate

Compound 22-1 (200 mg, 0.732 mmol) was dissolved in MeOH (5.00 mL). Lithium hydroxide monohydrate (61.5 mg, 1.46 mmol) and water (1.00 mL) were added. The mixture was stirred at 10 C. for 16 hours. The reaction solution was concentrated. The residue was added in water (3 mL) and extracted with dichloromethane (5 mL×1). The organic phase was discarded. The aqueous phase was adjusted to pH 5-6 with hydrochloric acid (1 mol/L), and extracted with dichloromethane (5 mL×2). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated to afford compound 22-2.1H NMR: (400 MHz, CDCl3) delta 8.31 (d, J=2.0 Hz, 1H), 8.02 (dd, J=2.0, 8.8 Hz, 1H), 6.94 (d, J=8.8 Hz, 1H), 4.81-4.61 (m, 1H), 1.44 (d, J=6.0 Hz, 6H).

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, Methyl 3-bromo-4-isopropoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MEDSHINE DISCOVERY INC.; ZHANG, Peng; WU, Lingyun; YIN, Jun; LI, Jian; CHEN, Shuhui; (121 pag.)US2020/48235; (2020); A1;,
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148438-00-0, name is Methyl 3-(trifluoromethoxy)benzoate, 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. category: esters-buliding-blocks

Reference Example 6 2.5 M Butyl lithium in hexane (18.5ml) was added under an inert atmosphere to a solution of 3-fluorobenzoic acid (3.0g) in dry tetrahydrofuran at -75oC. The reaction mixture was stirred at -78oC overnight. A solution of methyl 3-trifluoromethoxybenzoate (4.6g) in dry tetrahydrofuran was added and after 2 hours the reaction mixture was allowed to warm to -20oC. 2N hydrochloric acid was added, the mixture and the organic layer was separated and dried (MgSO4). Evaporated the solvent and triturated the residue with hexane to yield 3-fluoro-2-(3-trifluoromethoxybenzoyl)benzoic acid (4.3g) as a white solid, m.p. 135-140oC.

The synthetic route of 148438-00-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RHONE POULENC AGRICULTURE LTD.; EP634404; (1995); A1;,
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Reference of 87808-49-9, 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. 87808-49-9, name is Methyl 2-bromo-4-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(2) A suspension of the Compound 2 (4.0 g), the Compound 3 (3.52 g), [1,1?-bis(diphenylphosphino) ferrocene]palladium(II) dichloromethane adduct (1.43 g), and potassium carbonate (7.24 g) in N,N-dimethylformamide (80 mE) was stirred at 80 C. under a nitrogen atmosphere for 6 hours. To the reaction mixture was added diethyl ether (200 mE), and the resulting mixture was stirred, and then the resulting insoluble matters were removed by filtration. To the resulting filtrate were added water and ethyl acetate, and the resulting mixture was stirred, and then extracted with ethyl acetate. The resulting organic layers were washed with water and saturated brine, then dried, and concentrated under reduced pressure. The resulting residues were purified by silica gel column chromatography (hexane:ethyl acetate=95:5 to 80:20) to give the Compound 4 (2.78 g) as a pale yellow viscous material. MS (APCI): mlz 191 [M+H](3) To

The synthetic route of Methyl 2-bromo-4-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; SATO, Atsushi; IMASHIRO, Ritsuo; TSUJISHIMA, Hidekazu; TANIMOTO, Kouichi; YAMAMOTO, Yasuo; NAKANE, Tetsu; TOSHIKAWA, Chihiro; (118 pag.)US2018/258076; (2018); A1;,
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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. 573-20-6, name is 2-Methylnaphthalene-1,4-diyl diacetate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 573-20-6

2-methyl- 1 ,4-naphthohydroquinone diacetate (3) (23.3 g) were in methanol (116.5 g) and water (11.6 g). Di-isopropylamine (9.04 g) was added and stirred at 20-25C. When the reaction was complete, the mixture was quenched with HCl(aq) and then extracted with ethyl acetate. The organic layer was washed with brine for twice. It was concentrated under reduce pressure and the crude was re-crystallized with ethyl acetate (35 g) and Heptane (116 g), thereby obtaining 9.21 g the title compound. (Yield: 69.3%, HPLC purity: 99.9%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 573-20-6.

Reference:
Patent; SUNNY PHARMTECH INC. THAIWAN; Tian, Jian He; Pang, Ju yi; Xu, Nai Xuan; (29 pag.)TW2016/15603; (2016); A;,
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Related Products of 87808-49-9, The chemical industry reduces the impact on the environment during synthesis 87808-49-9, name is Methyl 2-bromo-4-methylbenzoate, I believe this compound will play a more active role in future production and life.

NBS (8.53 g, 48 mmol) was added to a solution of methyl 2-bromo-4- methylbenzoate (10.4 g, 45.6 mmol) in CCl4 (400 ml), followed by benzyol peroxide (441 mg, 1.82 mmol). The reaction mixture was then heated to reflux and after 2 h, the reaction mix became colorless. The mixture was allowed to cool to room temperature and before it was filtered. The filtrate was concentrated to give 12 g of crude material which was purified by column chromatography (440 g silica gel 60, 230-400 mesh, 10 then 20 % CH2Cl2/hexane) to give methyl 2-bromo-4-(bromomethyl)benzoate (5.07 g, 36 %) as a white solid. MS (m/z) 307.3(M+H+).

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, Methyl 2-bromo-4-methylbenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; VITAE PHARMACEUTICALS, INC.; WO2008/124575; (2008); A1;,
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