Category: 69812-51-7

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, Quality Control of Methyl 4-chlorosulfonylbenzoate

Example 5-10b Methyl 4-(N-(4-methoxybenzyl)sulfamoyl)benzoate To a solution of methyl 4-(chlorosulfonyl)benzoate (Example 5-10c) (4 g, 17.09 mmol) in dichloromethane (40 mL) at 0 C. in an ice bath, was added (4-methoxyphenyl)methanamine (2.56 mL, 19.65 mmol) and triethylamine (2.38 mL, 17.1 mmol). The ice bath was then removed and the mixture was allowed to warm to ambient temperature with stirring for an additional 2 hours. Upon completion (monitored by TLC 40% ethyl acetate/hexanes), the solvent was removed in vacuo. The residue was re-dissolved in ethyl acetate (200 mL), washed with 1N HCl (aq, 20 mL), water (20 mL) and brine (20 mL) then dried over magnesium sulfate. The solution was concentrated and the product purified by re-crystallization with hot ethyl acetate/hexanes to afford pure methyl 4-(N-(4-methoxybenzyl)sulfamoyl)benzoate (4.3 g, 74.8%) as a white solid. 1H NMR (400 MHz, DMSO-d6): delta, ppm: 3.67 (s, 3H), 3.78 (s, 3H), 3.93 (s, 2H), 6.78 (m, 2H), 7.09 (m, 2H), 7.87 (m, 2H), 8.08 (m, 2H), 8.25 (br, s, 1H).

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Reference:
Patent; Senomyx, Inc.; US2009/274632; (2009); A1;,
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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.

To a stirred solution of 5-amino-l,3-dihydro-2H-benzo[d]imidazol-2-one50 (50 mg) in pyridine (0.5 ml) was added methyl 4-(chlorosulfonyl)benzoate 163 (78.7 mg). The reaction mixture was stirred at room temperature for 1 h. LC-MS analysis indicated that the reaction was complete. The reaction mixture was poured into EtOAc/THF (1 :3) and extracted sequentially with diluted 2 M aq. HCl and with saturated brine. The organic layer was dried over Na2S04 and concentrated in vacuo. The residue was taken up in dichloromethane and the mixture was ultrasonicated at room temperature. The mixture was then filtered through sintered glass, and the solid was dried in vacuo to afford methyl 4-(N-(2-oxo-2,3-dihydro-lH-benzo[d]imidazol-5- yl)sulfamoyl)benzoate (101 mg, 87 %) as an off-white solid. MS (ISP): 348.1 ([M+H]+).

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GOERGLER, Annick; NORCROSS, Roger; DEY, Fabian; KUSZNIR, Eric Andre; (206 pag.)WO2019/43217; (2019); A1;,
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Application of 69812-51-7, 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. 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Preparation 102; 4-(3-Cyclopentyl-indazole-1-sulfonyl)-benzoic acid methyl ester; Combine 3-Cyclopentyl-lH-indazole (2.168 g 11.640 mmole) with triethylamine (3.526g, 34.92 mmoles) in 50 mls of dichloromethane. Dissolve 4- Chlorosulfonyl-benzoic acid methyl ester (4.085g, 17. 460mmole) in dichloromethane 50ml and add drop wise to solution at 0 C. Stir the reaction is for 12 hrs. Dilute the reaction and wash with NaHC03. Dry organic layer over MgS04 and concentrate. Purify the residue via column chromatography with a mixture of ethyl acetate and hexanes to isolate 2.046g (Yield=48. 5%) of the title compound: MS ES+385.3.

The chemical industry reduces the impact on the environment during synthesis Methyl 4-chlorosulfonylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/66126; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application 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;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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, Product Details of 69812-51-7

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).

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; 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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Electric Literature of 69812-51-7,Some common heterocyclic compound, 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, molecular formula is C8H7ClO4S, 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 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.

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

Reference:
Article; Natarajan, Palani; Bala, Anu; Mehta; Bhasin; Tetrahedron; vol. 72; 19; (2016); p. 2521 – 2526;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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, Safety of Methyl 4-chlorosulfonylbenzoate

Under Ar protection,Compound 26b (0.7 g, 2.98 mmol), 100 mL of dichloromethane,Morpholine (0.31mL, 3.58mmol),Et3N (1.24 mL, 8.94 mmol) was placed in a 250 mL round-bottomed flask and reacted overnight at room temperature. The reaction was detected by TLC the next day.The organic phase was sequentially washed with a 1 mol / L hydrochloric acid aqueous solution and a saturated saline solution.Dry over anhydrous Na2SO4. Concentrated under reduced pressure to obtain Intermediate 27b, 0.78 g of a white solid, with a yield of 91.2%.

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

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Huang Haihong; Li Gang; Wang Pengxu; (55 pag.)CN110759889; (2020); A;,
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

Step J1 -2: methyl 6-(benzyloxy)-N-{ [4-(methoxycarbonyl)phenyl]sulfonyl}-L-norleucinate. To a solution of methyl 6-(ben2yloxy)-L-norleucinate hydrochloride (15 g, 52.1 mmol) in DCM (261 mL) was added triethylamine (15.98 mL, 115 mmol) followed by 4- carbomethoxy-phenylsulfonyl chloride (12.48 g, 53.2 mmol) by portions. After 15 minutes of stirring at room temperature, the reaction mixture was concentrated in vacuo to 1/3 volume, diluted with EtOAc, washed with 10% KHSO4, saturated aqueous NaHCtheta3, and then brine, and then dried over sodium sulfate and concentrated in vacuo to give the desired product as a crude solid. MS M+l = 450.

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

Reference:
Patent; MERCK & CO., INC.; WO2009/42093; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 69812-51-7, 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. 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Methyl 4-[4-(2-Amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]-pyrimidin-6-yl)-N-methyl-methylaminosulfonyl]phenyl-4-carboxylate (compound5(0086) Compound 4 (2.77 g, 10 mmol) and methyl-4-chlorosulfonylbenzenecarboxylate (2.46 g, 10.5 mmol) were dissolved in 30 mL DMF. TEA (3.03 g, 3 eq) was added and the solution was stirred for 12 hours at room temperature. The solvent was removed and silica gel plaque was made. Column separation offered a purified white powder compound 5 in 80% yields, Rf0.25 (CHCl3/CH3OH, 10/1); 1H NMR (DMSO-d6) delta 1.26 (s, 9H), 2.60 (2, 3H), 4.21 (s, 2H, 6.25 (s, 1H), 7.94 (d, 2H), 8.06 (d, 2H), 10.91 (br, 1H), 11.63 (br, 1H), 11.91 (br, 1H).

The chemical industry reduces the impact on the environment during synthesis Methyl 4-chlorosulfonylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Duquesne University of The Holy Ghost; GANGJEE, ALEEM; MATHERLY, LARRY H.; (12 pag.)US2016/229857; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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.

To a solution of cytisine (2 mmol) in dichloromethane (30 mL), triethylamine (2.4 mmol), and 4-methoxycarbonyl benzenesulfonyl chloride (2.2 mmol) were added and stirred at room temperature until the TLC analysis showed completion of the reaction. Then the reaction solution was washed with water and brine. The organic phase was dried with anhydrous sodium sulfate and concentrated to give a residue, which was purified by flash column chromatography on silica gel with CH2Cl2/CH3OH as the eluent and then acidified with 2 N HCl/Et2O to give the title compounds. Yield: 85%; white solid; mp: 112-114 C. 1H NMR (600 MHz) delta 7.73 (t, J=6.0 Hz, 1H), 7.68-7.62 (m, 2H), 7.59 (d, J=7.2 Hz, 1H), 7.36 (dd, J=8.4, 7.2 Hz, 1H), 6.24 (d, J=8.4 Hz, 1H), 6.18 (d, J=6.0 Hz, 1H), 3.84 (s, 1H), 3.81 (s, 3H), 3.78-3.70 (m, 2H), 3.65-3.64 (m, 1H), 3.19 (s, 1H), 2.92-2.81 (m, 2H), 2.52 (s, 1H), 1.85-1.78 (m, 2H); 13C NMR (151 MHz) delta 168.2, 162.5, 150.1, 139.5, 134.4, 133.5, 133.4, 131.2, 128.9, 128.6, 116.6, 105.2, 53.3, 53.1, 52.1, 49.0, 33.8, 26.8, 24.3. HRMS: calcd for C19H21N2O5S [M+H]+ 389.1166, found: 389.1155.

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; Tang, Sheng; Li, Yinghong; Bao, Yunyang; Dai, Zhiting; Niu, Tianyu; Wang, Kun; He, Hongwei; Song, Danqing; Bioorganic Chemistry; vol. 90; (2019);,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics