Tag: M.W=100-200

Electric Literature of 10602-03-6, 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. 10602-03-6 name is Ethyl 4-ethynylbenzoate, 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.

General procedure: To a solution of 2-halobenzamide (2.0 mmol, 1.0 equiv) in MeCN (13 mL) were added PdCl2(PPh3)2 (0.05 equiv), terminal alkyne (1.2 equiv.), and Et3N (3.0 equiv.). The resulting mixture was stirred at 80 C under argon. The progress of the reaction was monitored by TLC analysis to establish completion. After cooling to room temperature, the reaction was diluted with ethyl acetate (30 mL), washed with water (30 mL) and brine (30 mL). The organic phase was dried (anhydrous MgSO4) and concentrated under reduced pressure. The residue was purified by column chromatography (Silica Gel, petroleum ether/ethyl acetate).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 4-ethynylbenzoate, and friends who are interested can also refer to it.

Reference:
Article; Yao, Tuanli; Liang, Xiujuan; Guo, Zhen; Yang, Dong; Tetrahedron; vol. 75; 23; (2019); p. 3088 – 3100;,
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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. 178747-79-0, name is Methyl 2-fluoro-6-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 178747-79-0

(b) 2-Fluoro-6-methoxybenzhydroxamic acid. The title compound (44%) was obtained from methyl 2-fluoro-6-methoxybenzoate and hydroxylamine hydrochloride by similar reactions and treatments as in Example 1(b). NMR spectrum(CDCl3 +MeOH-d4)deltappm: 3.92(3H,s), 6.75-6.86(2H,m), 7.35-7.45(1H,m).

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 178747-79-0.

Reference:
Patent; Sankyo Company, Limited; US5965591; (1999); A;,
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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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 4-amino-3-fluorobenzoate

General procedure: To a solution of the corresponding methyl 4-aminobenzoate (1, 2.5 mmol) in 20 mL of DCM was added pyridine (600 mg, 7.5 mmol) and benzo[c][l,2,5]thiadiazole-4-sulfonyl chloride (585 mg, 2.5 mmol). The resulting mixture was stirred at 50C overnight. After removal of DCM, the residue was partitioned between water and EtOAc. The organic layer was washed with 2 N HC1, water and brine, dried over Na2S04 and concentrated to give crude product 2, which was confirmed by LCMS, and used in the next reaction without further purification

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; AGIOS PHARMACEUTICALS, INC.; POPOVICI-MULLER, Janeta; ZAHLER, Robert; YE, Zhixiong; WO2014/139144; (2014); 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. 2497-18-9, name is trans-2-Hexenyl acetate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of trans-2-Hexenyl acetate

General procedure: A mixture of 1,2,3,4-tetrahydrocarbazole (1a, 1 mmol), allyl acetate (2a, 2 mmol), Pt(acac)2(9.7 mg, 0.025 mmol), and (4-ClC6H4)3P (36.5 mg, 0.1 mmol) in benzene (5 mL) was refluxed for24 h. After cooling, the solvent was distilled under reduced pressure. Column chromatography(n-hexane/EtOAc = 4:1) of the residue afforded 146 mg (69%) of 3a and 63 mg (30%) 4a, respectively.

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 2497-18-9.

Reference:
Article; Peng, Bai-Jing; Wu, Wen-Ting; Yang, Shyh-Chyun; Molecules; vol. 22; 12; (2017);,
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These common heterocyclic compound, 56427-54-4, name is Ethyl 5-chloro-2-methylbenzoate, 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: C10H11ClO2

(a) Reaction of ethyl 5-chloro-o-toluate with N-bromosuccinimide as described in Example 1a provides ethyl alpha-bromo-5-chloro-o-toluate.

The synthetic route of Ethyl 5-chloro-2-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Hoechst Corporation; US4585788; (1986); A;,
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Adding a certain compound to certain chemical reactions, such as: 25597-16-4, name is Ethyl 4,4,4-trifluorocrotonate, 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 25597-16-4, HPLC of Formula: C6H7F3O2

Bromine (18.4 mL, 357 mmol) was added dropwise over 30 minutes to a solution of commercially available (E)-ethyl 4,4,4-trifluorobut-2-enoate (50 g, 297 mmol) in carbon tetrachloride (50 mL) at room temperature under nitrogen. The resulting dark red solution was refluxed for 4 hours. Additional bromine (2ml) was added and heating was continued until the HPLC analysis showed that the starting material had been consumed. The reaction mixture was concentrated under reduced pressure to give light brown oil which used in the next step without purification. HPLC (XBridge 5mu C18 4.6×50 mm, 4 mL/min, solvent A: 10 % MeOH/water with 0.2 % H3PO4, solvent B: 90 % MeOH/water with 0.2 % H3PO4, gradient with 0-100 % B over 4 minutes): 2.96 and 3.19 minutes.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CHERNEY, Robert J.; ZHANG, Yanlei; WO2011/133734; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 110104-60-4, name is (E)-Methyl 4-chloro-3-methoxybut-2-enoate, 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 110104-60-4, COA of Formula: C6H9ClO3

General procedure: Example-115 In the same manner as in Example-12 except that cesium carbonate was used instead of potassium carbonate, from 5-chloro-4-(2,4-dichloro-5-hydroxyphenyl)-1,2-tetramethylene-4-pyrazolin-3-one and methyl (E)-4-chloro-3-methoxy-2-butenoate, methyl (E)-4-[5-(5-chloro-3-oxo-1,2-tetramethylene-4-pyrazolin-4-yl)-2,4-dichlorophenyloxy]-3-methoxy-2-butenoate was obtained with a yield of 86%. 1H-NMR (400 MHz, CDCl3): delta1.87-1.94 (m, 8H), 1.99-2.06 (m, 2H), 3.58-3.63 (m, 2H), 3.69 (s, 3H), 3.70 (s, 3H), 3.80-3.85 (m, 2H), 5.20 (s, 1H), 5.28 (s, 2H), 6.97 (s, 1H), 7.46 (s, 1H).

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; KAKEN PHARMACEUTICAL CO., LTD.; SAGAMI CHEMICAL RESEARCH INSTITUTE; KOBAYASHI, Osamu; NIIKURA, Naoko; INOUE, Tomoko; MIZUTA, Satoshi; TAKATSUNA, Reiko; HIRAI, Kenji; SHIROUZU, Kentaro; OBATA, Miyoo; (183 pag.)US2016/24110; (2016); A1;,
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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. 15012-36-9, name is Methyl 2,3-dimethylbenzoate, A new synthetic method of this compound is introduced below., name: Methyl 2,3-dimethylbenzoate

Methyl 2,3-dimethylbenzoate was dissolved in concentrated sulfonic acid (10 mL). KNO3 (808 mg, 1.2 eq.) was added to the solution at 0 C., then slowly warmed to rt overnight. The reaction was quenched with water (80 mL), extracted with ethyl acetate (2¡Á80 mL). The organic layers were evaporated to give mixture of nitrated ester and acid (1:1). The mixture was redissolved in DMF (10 mL). K2CO3 (1.1 g) and iodomethane (0.5 mL) were added to the solution. The reaction was stirred at rt for three days, then diluted with water (80 mL). It was extracted with ethyl acetate (3¡Á80 mL) and evaporated. The residue was purified by column chromatography (EtOAc in hexanes=0-30% in 45 min) to give the desired nitrobenzoate ester. 1H NMR (300 MHz, DMSO) delta 8.31 (s, 1H), 8.24 (s, 1H), 3.86 (s, 3H), 2.46 (s, 3H), 2.40 (s, 3H).

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; Rigel Pharmaceuticals, Inc.; US2012/28923; (2012); A1;,
Ester – Wikipedia,
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Application of 6065-82-3, A common heterocyclic compound, 6065-82-3, name is Ethyl diethoxyacetate, molecular formula is C8H16O4, 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.

Example 6An ethyl ester compound according to formula Illb1 wherein Q = OEt (10,11-dihydro- 5H-benzo[e]pyrido[2,3-b]azepine-10-carboxylic acid ethyl ester ) was prepared as described below.A mixture of 2-amino-3-benzylpyridine (2.1 g, 11.4 mmol) and ethyl 2,2-diethoxyacetate (3.8 g, 21.6 mmol, 1.9 eq.) in a 250 ml round-bottomed flask was treated at room temperature with concentrated sulphuric acid (10 ml) by quick addition while stirring. A vigorous exothermic reaction took place. After stirring for 30 minutes the dark mixture was poured on ice water (100 ml). Concentrated ammonia (25% aq.; 25 ml) was added to basify the mixture. Extraction with ethyl acetate (2 x 50 ml). The combined organic layers were dried with Na2SO4. Evaporation under vacuum gave 10,11-dihydro-5H- benzo[e]pyrido[2,3-b]azepine-10-carboxylic acid ethyl ester as a dark yellow oil (2.4 g, 8.9 mmol) in 79% c.y. An analytically pure sample can be obtained by chromatography on silica gel. Rf = 0.3 (EtOAc/n-heptane = 1 :1 ). Mass analysis: M+1 = 269 major peak. 1H-NMR (CDCI3) delta (ppm) 1.28 3H, d, J = 7.2 Hz, CH3; 3.80 1 H, d, J = 15.5 Hz, CHH; 4.18 1 H, d, J = 15.5 Hz, CHH; 4.32 2H, q, J = 7.2 Hz, OCH2; 5.54 1 H, d, J = 5.1 Hz; 5.86 1 H, br d, J = 5.1 Hz, NH; 6.50 1 H, dd, J = 4.8 and 7.2 Hz, ArH; 7.08 1 H, m, ArH; 7.20-7.30 4H, m, ArH; 7.88 1 H, dd, J = 1.5 Hz and 4.8 Hz, ArH.

The synthetic route of 6065-82-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; N.V. ORGANON; SEERDEN, Johannes Paulus Gerardus; WO2008/125577; (2008); 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. 81245-24-1, name is Methyl 2-methoxy-4-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C10H12O3

Description 43Methyl 5-bromo-4-methyl-2-(methyloxy)benzoate (D43)Methyl 4-methyl 2-(methyloxy)benzoate (may be prepared as described in Description 42; 2.51 g, 0.01 mmol) was dissolved in chloroform (40 ml) and cooled to 0C. Bromine (0.72 ml, 13.97 mmol) was added dropwise over 5 minutes. The solution was stirred for one hour, then saturated aqueous sodium sulfite solution (20 ml) was added and the organic layer separated, dried (MgS04) and the solvent removed in vacuo to give the title compound as a white solid. 2.96 g.MS (electrospray): m/z [M+H]+ 259 /261

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 81245-24-1.

Reference:
Patent; GLAXO GROUP LIMITED; ANDREOTTI, Daniele; DAI, Xuedong; EATHERTON, Andrew John; JANDU, Karamjit Singh; LIU, Qian; PHILPS, Oliver James; WO2012/28629; (2012); A1;,
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