Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 19397-74-1, name is Ethyl 4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylate, 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 19397-74-1, Application In Synthesis of Ethyl 4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylate

The compound 4,5-dihydronaphthalene [1,2-b]thiophene-2-carboxylic acid ethyl ester (0.5 g, 1.94 mmol) and benzoyl peroxide (5 mg) obtained by the method of 14b) were dissolved in dry. In a solution of CC14 (8 mL), NBS (0.52 g, 2.9 mmol) was. The reaction solution was refluxed while being irradiated with a 200 W fluorescent lamp, and the generated hydrogen bromide gas was purged with a nitrogen stream, and the reaction was further refluxed for 1 hour. The reaction was completed to completion by TLC, and the reaction mixture was cooled, filtered and concentrated to give a crude product.With ethyl acetate /Recrystallization from n-hexane gave a yellow solid, 0.43 g.The yield was 87.2%.

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, Ethyl 4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Peking University; Jiangsu Enhua Pharmaceutical Co., Ltd.; Zhang Liangren; Wang Kewei; Yang Taoyi; Xue Yu; Li Qing; Zhang Guisen; (35 pag.)CN108727416; (2018); A;,
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Synthetic Route of 41841-16-1, The chemical industry reduces the impact on the environment during synthesis 41841-16-1, name is Methyl 2-(4-bromophenyl)acetate, I believe this compound will play a more active role in future production and life.

Methyl 2-(4-bromophenyl)acetate (1.00 g, 4.37 mmol)Dissolved in anhydrous DMF (12.5mL),The reaction solution is under N2 protection,Add NaH (700 mg, 17.5 mmol, 60%) at 0 C.Stir for about 15 minutes,CH3I (1.62 mL) was added slowly.After the dropwise addition was completed, the reaction solution was further stirred at 0 C for 15 minutes.Then transfer to room temperature for 12 h.After the reaction with saturated ammonium chloride (20mL) The reaction was quenched and extracted with EA (20mL), the organic layer was washed with saturated brine (30 mL), thenAfter concentration under reduced pressure,To give the title compound as a yellow oily substance (1.12g, 99.8%).

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-(4-bromophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Xinchang; Ren Qingyun; Yan Guanghua; S ·geerdeman; Zhang Yingjun; (200 pag.)CN109678859; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 57381-62-1, name is Methyl 2-bromo-4-chlorobenzoate, 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 57381-62-1, Safety of Methyl 2-bromo-4-chlorobenzoate

50 g (200 mmol) of methyl-2-bromo-4-chlorobenzoate was dissolved in 0.5 L of tetrahydrofuran (THF) under a nitrogen atmosphere, 50.2 g (220 mmol) of dibenzofuran-4-ylboronic acid and 4.63 g (4.01 mmol) of tetrakis(triphenylphosphine)palladium were added thereto, and the mixture was agitated. Then, 59.0 g (401 mmol) of potassium carbonate saturated in water was added thereto, and the obtained mixture was heated and refluxed at 80 °C for 18 hours. When the reaction was complete, water was added to the reaction solution, and the mixture was extracted with dichloromethane (DCM) and treated with anhydrous MgSO4 to remove moisture and then, filtered and concentrated under a reduced pressure. Then, a residue obtained therefrom was separated and purified through flash column chromatography, obtaining 56.5 g (80 percent) of the intermediate I-5. HRMS (70 eV, EI+): m/z calcd for C20H13ClO2S: 352.0325, found: 352.Elemental Analysis: C, 68 percent; H, 4 percent

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-chlorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Cheil Industries Inc.; LEE, Han-Ill; YU, Eun-Sun; KANG, Dong-Min; KANG, Eui-Su; MIN, Soo-Hyun; YANG, Yong-Tak; OH, Jae-Jin; RYU, Dong-Kyu; LEE, Sang-Shin; JANG, Yu-Na; JEONG, Soo-Young; JO, Young-Kyoung; HAN, Su-Jin; HONG, Jin-Seok; EP2952511; (2015); A1;,
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Synthetic Route of 2557-13-3,Some common heterocyclic compound, 2557-13-3, name is Methyl 3-(trifluoromethyl)benzoate, molecular formula is C9H7F3O2, 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 methyl 3-(trifluoromethyl)benzoate (2.8 g) in methanol (10 mL) was added NaOH (17.14 mL). The mixture was stirred at RT overnight. After removal of methanol in vacuo, HC1 (2 M) was added to adjust the above mixture to pH 2. The resulting white solid was filtered, washed with water and dried in vacuo to afford 3-(trifluoromethyl)benzoic acid (2.8 g) as a white solid. MS(ES+) m/z 191 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-(trifluoromethyl)benzoate, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WANG, Yonghui; CAI, Wei; LIU, Qian; XIANG, Jia-Ning; WO2012/27965; (2012); A1;,
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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, Recommanded Product: 26218-04-2

15.5 g of the compound of Example 7 and 15.3 g of 2-ethylhexyl 4-aminobenzoate are reacted under stirring in 200 ml of xylene at reflux, gradually adding 100.0 g of 2.4 wt % aqueous sodium hydroxide. The water is eliminated by azeotropic distillation. The xylene solution is filtered hot to clarify it. When the solution is cooled, a precipitate forms which is washed with cold xylene and dried at 60 C. under vacuum. 23 g of a white crystalline solid with a melting point of 146 C. is obtained. The NMR spectrum confirms the identity of the compound obtained.

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-Ethylhexyl 4-aminobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; 3V Sigma S.P.A.; Maestri, Francesco; Berte’, Ferruccio; (8 pag.)US2018/30001; (2018); A1;,
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51760-21-5, name is Dimethyl 5-bromoisophthalate, 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: 51760-21-5

Example 110A Dimethyl 2′-chlorobiphenyl-3,5-dicarboxylate Under argon, 500 mg (1.83 mmol) of dimethyl 5-bromoisophthalate together with 429 mg (2.75 mmol) of 2-chlorophenylboronic acid were dissolved in 8 ml of toluene, and 72 mg (0.18 mmol) of 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl, 84 mg (0.09 mmol) of tris(dibenzylideneacetone)dipalladium and 777 mg (3.66 mmol) of potassium phosphate were added successively. The mixture was heated to 110 C. and stirred at this temperature for 20 h. For work-up, the reaction mixture was allowed to cool to RT and diluted with 20 ml of ethyl acetate. The solid was filtered off with suction and the residue was washed three times with in each case 10 ml of ethyl acetate. The combined filtrates were washed twice with in each case 10 ml of water. The organic phase was dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified chromatographically [Method 19]. This gave 305 mg (55% of theory) of the target compound. LC/MS [Method 4]: Rt=1.24 min; MS [EIpos]: m/z=305 (M+H)+ 1H-NMR (400 MHz, DMSO-d6): delta=3.92 (s, 6H), 7.46-7.55 (m, 3H), 7.60-7.68 (m, 1H), 8.23 (d, 2H), 8.52 (t, 1H).

The synthetic route of 51760-21-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Furstner, Chantal; Keldenich, Joerg; Delbeck, Martina; Kolkhof, Peter; Kretschmer, Axel; Pluschkell, Ingo; Pook, Elisabeth; Schmeck, Carsten; Trubel, Hubert; US2013/190330; (2013); A1;,
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35615-97-5, name is Methyl 4-bromonaphthalene-1-carboxylate, 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: 35615-97-5

A stirred solution of methyl 4-bromo-I-naphthoate (Collect. Czech. Chem. Commun. 1997, 62(11), 1737; 7.3g, 28mmole) in degassed toluene (300ml) was treated with hexamethylditin (10g, 31mmole) and tetrakis(triphenylphosphine)palladium(0) (720mg) and heated at reflux under argon for 3h.. On cooling, the mixture was filtered through Celite (Diatomaceous Earth), concentrated under vacuum and the residue chromatographed on silica gel eluding with 0-3% ether/60-80 petrol to afford the title compound as a colourless oil (9.06g, 94%)

The synthetic route of 35615-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SmithKline Beecham plc; EP1216239; (2004); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 6279-86-3,Some common heterocyclic compound, 6279-86-3, name is Triethyl methanetricarboxylate, molecular formula is C10H16O6, 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.

General procedure: 4.1.1.1 Ethyl 1-hexyl-1,2-dihydro-4-hydroxy-2-oxo-quinoline-3-carboxylate (2a); A mixture of N-hexylaniline (0.88g, 5mmol) and triethyl methanetricarboxylate 3 (3.48g, 15mmol) was irradiated with microwaves at the fixed power of 250 Watt (max temp 250C) for 20min in open vessel conditions. The crude mixture was directly purified by flash chromatography (PE/AcOEt 4:1) giving compound 2a as a yellow oil. (0.856g, 54% yield). 4.1.1.5 Ethyl 1-methyl-1,2-dihydro-4-hydroxy-2-oxo-quinoline-3-carboxylate (2e) Yield: 35%. 1H NMR: (200 MHz, CDCl3): delta 12.64 (bs, 1H), 7.30-7.26 (m, 4H), 4.35 (q, 2H, J = 7.3 Hz), 3.62 (s, 3H), 1.19 (t, 3H, J = 7.3 Hz). ES-MS: 270 [M+Na]+.

The synthetic route of 6279-86-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Manetti, Fabrizio; Petricci, Elena; Gabrielli, Annalisa; Mann, Andre; Faure, Helene; Gorojankina, Tatiana; Brasseur, Laurent; Hoch, Lucile; Ruat, Martial; Taddei, Maurizio; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 747 – 757;,
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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. 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H8BrNO2

To a 250 mL round bottom flask equipped with a magnetic stir bar was added N,N-dimethylformamide or benzenesulfonyl chloride.Stir the solution for 20 minutes.The color of the solution turned pale yellow.Add methyl 4-amino-3-bromobenzoate,The mixture was stirred at room temperature for 30 minutes.A large amount of solid product is formed, and the solid is filtered.Wash with ether and dry in vacuo.The resulting solid was then transferred to another 250 mL round bottom flask and neutralized by the addition of NaOH solution and ethyl acetate. Transfer the solution to the funnel for separation.The inorganic layer was extracted with 2 x 100 mL of ethyl acetate.After merging the organic layers,It was washed with brine and dried over anhydrous sodium sulfate for 3 hr.That is, the intermediate 1 [(E)-N-(2-bromo-4-carbomethoxyphenyl)-N,N-dimethylformamidine].

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:
Patent; Zaozhuang College; Shandong Lunan Mei Chemical Engineering Technology Institute; Liu Xuejing; Han Ying; Yan Peng; Bie Fusheng; Shi Yijun; Cao Han; (12 pag.)CN110183384; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 35450-36-3, A common heterocyclic compound, 35450-36-3, name is Methyl 2-bromo-5-methoxybenzoate, molecular formula is C9H9BrO3, 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.

Add CuI (19.45 mg), PdCl2 (PPh3) 2 (105.29 mg) to the round bottom flask,Under nitrogen, methyl 2-bromo-5-methoxybenzoate (1.68 mL), phenylacetylene (0.66 mL), Et3N (2.08 mL), and THF (15 mL) were added in this order, and the reaction was performed at 55 C for 6 h.TLC tracks the progress of the reaction; after the reaction is complete, the resulting reaction solution is cooled to room temperature,Then filtered through diatomaceous earth and purified by column chromatography to obtain the first intermediate;Dissolving the first intermediate in methanol, adding a 10% NaOH solution, and stirring at room temperature for 2 h,TLC tracks the progress of the reaction; after the reaction is complete, adjust the pH of the resulting reaction solution to dilute 2-3 with dilute hydrochloric acid,The obtained solid was filtered and purified by recrystallization to obtain a second intermediate;Add SOCl2 to the second intermediate and reflux at 90 C for 2 h.TLC followed the progress of the reaction; after the reaction was completed, SOCl2 was removed to obtain a third intermediate;At 0 C, add N-methoxyamine and potassium carbonate to 15 mL of ethyl acetate in this order.(EA) and water (EA: water volume ratio = 2: 1), the third intermediate was added dropwise after 10 min, and the reaction was performed at room temperature for 1 h.TLC tracks the progress of the reaction; after the reaction is complete, it is extracted with EA and H2O.Dry over anhydrous sodium sulfate and recrystallize to obtain N-methoxy-5-methoxy-2-phenylethynylbenzamide (1h);

The synthetic route of 35450-36-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hunan University of Science and Technology; Xie Wenlin; Liu Renzhi; Qiu Guanyinsheng; (15 pag.)CN110590641; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics