Category: 69812-51-7

Electric Literature of 69812-51-7, These common heterocyclic compound, 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, 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.

General procedure: To a solution of compounds 1a-1e or methyl 4-aminobenzoate (1.0 mmol) in pyridine (3.0 mL), the corresponding sulfonyl chloride (1.3 mmol) in pyridine (3.0 mL)were added dropwise under nitrogen atmosphere at 0 C, then the reaction mixture was stirred at room temperature overnight. The reaction was then acidified to pH=1 with 4NHCl(aq) and the resulting solid was collected by filtration. The crude product was purified by flash column chromatography (ethyl acetate-petroleum ether = 1:2) to give the title compounds 2a-2i.

Statistics shows that Methyl 4-chlorosulfonylbenzoate is playing an increasingly important role. we look forward to future research findings about 69812-51-7.

Reference:
Article; Zhang, Jiankang; Shen, Luqing; Wang, Jincheng; Luo, Peihua; Hu, Yongzhou; Medicinal Chemistry; vol. 10; 1; (2014); p. 38 – 45;,
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Adding a certain compound to certain chemical reactions, such as: 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, 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 69812-51-7, Formula: C8H7ClO4S

General procedure: To a solution of 23 (313 mg, 1 mmol) in DMF (1 mL), was addedtriethylamine (210 mg, 2.05 mmol), methyl 4-chlorosulfonyl benzoate27c (235 mg, 1 mmol) and 4-dimethylaminopyridine (10 mg). Themixture was stirred at rt for 4 h. The solvent was removed and the residuewas purified by a silica column with CHCl3 and MeOH to afford356 mg of 24f as a white solid in 75% yield. TLC Rf 0.13 (CHCl3/MeOH,40:1); 1H NMR (DMSO-d6) delta 1.25 (s, 9H, Piv), 2.61 (s, 3H, NCH3), 3.91(s, 3H, OCH3), 4.21 (s, 2H, NCH2), 6.28 (s, 1H, 5-H), 7.95 (d,J=8.0 Hz, 2H, Ph), 8.18 (d, J=8.0 Hz, 2H, Ph), 10.85 (s, 1H, exch,PivNH), 11.66 (s, 1H, exch, NH), 11.88 (s, 1H, exch, NH).

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Reference:
Article; Xiang, Weiguo; Dekhne, Aamod; Doshi, Arpit; O’Connor, Carrie; Hou, Zhanjun; Matherly, Larry H.; Gangjee, Aleem; Bioorganic and Medicinal Chemistry; vol. 27; 23; (2019);,
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Reference of 69812-51-7, These common heterocyclic compound, 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, 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.

6-[3-(2,6-dichloro-phenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-2-trifluoromethyl-pyridin-3-ylamine from example 5, step 4 (0.132g, 0.30mmol) was dissolved in dry acetonitrile (5ml) followed by the addition of 4-chlorosulfonyl-benzoic acid methyl ester (0.070g, 0.33mmol) and pyridine (0.071g, 0.90mmol). The reaction mixture was stirred for 12h at 50C, N-methylmorpholine (0.03g, 0.3mmol) was added and stirring was continued for 8h. The reaction mixture was concentrated under reduced pressure and purified by reversed phase HPLC (column Reprosil-Pur C18-A9, 250×20 mm, gradient elution acetonitrile:water (2:1) – pure acetonitrile) followed by column chromatography on silica (eluent hexanes:ethyl acetate 3:1) to give 0.060 g (31%) of 4-{6-[3-(2,6-dichlorophenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-2-trifluoromethyl-pyridin-3-ylsulfamoyl}-benzoic acid methyl ester as colourless oil.

The synthetic route of 69812-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Phenex Pharmaceuticals AG; EP1894924; (2008); A1;,
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Synthetic Route of 69812-51-7, These common heterocyclic compound, 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, 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.

Step 30c: Methyl 4-(N-(5-((5-tert-butyloxazol-2-yl)methylthio)thiazol-2-yl)sulfa- moyl)benzoate (Compound 1404)A mixture of 0108 (0.27 g, 1 mmol), 1403 (0.23 g, 1 mol) in pyridine (10 ml) was stirred at 0C for 3 h. Water was added to afford the crude product. The crude product was purified by flash column chromatography (EtOAc: petroleum ether = 1 : 10) to afford the pure product 1404 (0.35 g, 76 %): LCMS: 468 [M+l]+. 1H NMR (400MHz, DMSO-d6) delta 1.16 (s, 9H), 3.88 (s, 3H), 4.13 (s, 2H), 6.94 (s, IH), 7.91 (d, J= 5.1 Hz, 2H), 8.12 (d, J= 5.1 Hz, 2H), 12.06 (s, IH).

The synthetic route of 69812-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CURIS, INC.; WO2009/36016; (2009); A1;,
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Related Products of 69812-51-7, The chemical industry reduces the impact on the environment during synthesis 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, I believe this compound will play a more active role in future production and life.

General procedure: To a solution of compounds 1a-1e or methyl 4-aminobenzoate (1.0 mmol) in pyridine (3.0 mL), the corresponding sulfonyl chloride (1.3 mmol) in pyridine (3.0 mL)were added dropwise under nitrogen atmosphere at 0 C, then the reaction mixture was stirred at room temperature overnight. The reaction was then acidified to pH=1 with 4NHCl(aq) and the resulting solid was collected by filtration. The crude product was purified by flash column chromatography (ethyl acetate-petroleum ether = 1:2) to give the title compounds 2a-2i.

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

Reference:
Article; Zhang, Jiankang; Shen, Luqing; Wang, Jincheng; Luo, Peihua; Hu, Yongzhou; Medicinal Chemistry; vol. 10; 1; (2014); p. 38 – 45;,
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. 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H7ClO4S

[1406] tert-butyl 4-((4-(methoxycarbonyl)phenyl)sulfonamido)piperidine-1-carboxylate : To a stirred solution of methyl 4-(chlorosulfonyl)benzoate (2.0 g, 8.547 mmol, 1 eq) and triethylamine (3.5 mL, 25.64 mmol, 3.0 eq.) in tetrahydrofuron was added tert-butyl 4-aminopiperidine-1-carboxylate (2.0 g, 10.25 mmol, 1.2 eq) at 0C. The mixture was allowed to warm to room temperature and stirred 18 h. The progress of the reaction was monitored by TLC (50% ethyl acetate in hexane). After completion of reaction, the reaction was diluted with ethyl acetate (200 mL), washed with water (250 mL), brine (50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain crude. The crude was purified by flash chromatography using 30% ethyl acetate in hexane as an eluent to obtain tert-butyl 4-((4-(methoxycarbonyl)phenyl)sulfonamido)piperidine-1-carboxylate. LC-MS (m/z)=299.2 ([M+H]+- Boc group).

The synthetic route of 69812-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ferro Therapeutics, Inc.; Jiang, Chun; Chen, Ruihong; Pandey, Anjali; Kalita, Biswajit; Duraiswamy, Athisayamani Jeyaraj; (293 pag.)US2019/263802; (2019); A1;,
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Reference of 69812-51-7, 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. 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The reactions were carried out in a one-neck round bottomask. The corresponding 2-amino-2-methylpropanoic acid (0.88 g,8.5 mmol) and triethylamine (3.4 g, 34 mmol) were added to avigorously stirred mixture of water (5 mL) at 0C. When solidcompletely dissolved in water, 4-chlorosulfonyl benzoic acidmethyl ester (1 g, 4.3 mmol) was added dropwise over 30 min. Thenthe reaction was stirred at rt for 12 h, the product was extractedwith EtOAc (3 50 mL). Combined organic layers were dried overNa2SO4, concentrated in vacuo. The residue was puried by silicagel column chromatography (DCM/MeOH 30/1) to afford thedesired product. Yellow solid, m.p. 170.2e173.6C.1H NMR(400 MHz, DMSO) d 8.24 (s, 1H), 8.10 (d, J 8.4 Hz, 2H), 7.93 (d,J 8.4 Hz, 2H), 3.88 (s, 3H), 1.28 (s, 6H).13C NMR (100 MHz, DMSO)d 175.5, 165.7, 148.0, 132.9, 130.2, 127.0, 58.4, 53.0, 26.2. HRMS (ESI-TOF) m/z Calcd for C12H15NO6S [MNa]324.0518, found 324.0504.

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

Reference:
Article; Liu, Wei; Xu, Xingyu; Zhao, Hongyan; Yan, Xiaoyu; Tetrahedron; vol. 74; 30; (2018); p. 4111 – 4118;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, 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. Recommanded Product: Methyl 4-chlorosulfonylbenzoate

Example 5-35a Methyl 4-(N-(4-methoxyphenyl)sulfamoyl)benzoate To 4-methoxybenzenamine (580 mg, 4.71 mmol) and triethylamine (1.48 mL, 10.7 mmol) in dichloromethane (10 mL) was added methyl 4-(chlorosulfonyl)benzoate (1.00 g, 4.28 mmol). This mixture was stirred for 16 hours at room temperature. The reaction was diluted with dichloromethane (50 mL) and washed consecutively with water, 10% citric acid, and brine. The organics were dried over sodium sulfate and concentrated via rotovap. The resulting crude material was chromatographed on silica gel using 100% dichloromethane as eluent affording Methyl 4-(N-(4-methoxyphenyl)sulfamoyl)benzoate as a white crystalline solid (400 mg, 30% yield)

The synthetic route of 69812-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Senomyx, Inc.; US2009/274632; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 69812-51-7, The chemical industry reduces the impact on the environment during synthesis 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, I believe this compound will play a more active role in future production and life.

General procedure: To an oven-dried Schlenk tube equipped with a magnetic stir bar was charged with tris(2,2′-bipyridyl)ruthenium(II) chloride (3 mol%), arenesulfonyl chloride (1.0 equiv.), heteroarene (1.0 equiv.), Na2CO3 (1.0 equiv.) and dry acetonitrile. The mixture was degassed by the freeze pump-thaw procedure, and then the Schlenk tube was irradiated under a 3W Blue LED bulb at a distance of 5 cm. After stirring at 25 C for 12 h, the solvent was removed under reduced pressure and the residue was then diluted with water. The aqueous solution was extracted (3 times) with ethyl acetate. The combined organic phases were dried over Na2SO4 and filtered. The filtrate was evaporated under reduced pressure to get the crude product, which was purified by column chromatography using hexane-ethyl acetate mixtures.

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

Reference:
Article; Natarajan, Palani; Bala, Anu; Mehta; Bhasin; Tetrahedron; vol. 72; 19; (2016); p. 2521 – 2526;,
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Application of 69812-51-7, 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 69812-51-7 as follows.

General procedure: To a solution of compound 7 (400mg, 1.0 eq) in CH2Cl2 or MeCN (30mL), the substituted benzenesulfonyl chloride (1.2 eq), K2CO3 (3.5 eq) were added and stirred at room temperature overnight. After reaction completed, the solvent was removed under reduced pressure and the residue was dissolved with ethyl acetate, washed by brine, dried, filtered and concentrated. The residue was purified by flash column chromatography on silica gel with CH2Cl2/CH3OH as the eluents and then acidized with 2N HCl/Et2O (1mL) to give the title compounds (8a-h).

According to the analysis of related databases, 69812-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cheng, Xin-Yue; Li, Yu-Huan; Tang, Sheng; Zhang, Xin; Wang, Yan-Xiang; Wang, Sheng-Gang; Jiang, Jian-Dong; Li, Ying-Hong; Song, Dan-Qing; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 133 – 142;,
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