Methyl 3-(N-(4-chloro-3-methylisoxazol-5-yl)sulfamoyl)thiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 3-(N-(4-chloro-3-methylisoxazol-5-yl)sulfamoyl)thiophene-2-carboxylate
• CAS No.: 184644-72-2
• Molecular Formula: C10H9ClN2O5S2
• Molecular Weight: 336.77186
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID00445891
• Wikidata: Q72454167
• ChEMBL ID: CHEMBL63169
• Mol file: 184644-72-2.mol

Synonyms:184644-72-2;Methyl 3-(N-(4-chloro-3-methylisoxazol-5-yl)sulfamoyl)thiophene-2-carboxylate;Methyl 3-[(4-chloro-3-methyl-1,2-oxazol-5-yl)sulfamoyl]thiophene-2-carboxylate;CHEMBL63169;SCHEMBL5208967;DTXSID00445891;CGCWFYMUPJAHOG-UHFFFAOYSA-N;BCP12516;BDBM50289934;Methyl3-(N-(4-chloro-3-methylisoxazol-5-yl)sulfamoyl)thiophene-2-carboxylate;A880764

Chemical Property of Methyl 3-(N-(4-chloro-3-methylisoxazol-5-yl)sulfamoyl)thiophene-2-carboxylate

Chemical Property:

• PSA: 135.12000
• Density: 1.602±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 3.43910
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 335.9641414
• Heavy Atom Count: 20
• Complexity: 469

Purity/Quality:

97% ^*data from raw suppliers

Methyl 3-(N-(4-chloro-3-methylisoxazol-5-yl)sulfamoyl)thiophene-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NOC(=C1Cl)NS(=O)(=O)C2=C(SC=C2)C(=O)OC

Technology Process of Methyl 3-(N-(4-chloro-3-methylisoxazol-5-yl)sulfamoyl)thiophene-2-carboxylate

There total 1 articles about Methyl 3-(N-(4-chloro-3-methylisoxazol-5-yl)sulfamoyl)thiophene-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-(carbomethoxy)thiophene-3-sulfonyl chloride (59337-92-7) + 4-chloro-3-methyl-5-amino isoxazole (166964-09-6) → 3-{[(4-chloro-3-methyl-5-isoxazolyl)amino]sulfonyl}-2-thiophenecarboxylic acid methyl ester (184644-72-2)

Guidance literature:

With sodium hydride; Multistep reaction; 1.) THF, 10 min, 2.) THF, RT, 4 h;

DOI:10.1021/jm9608366

Reference yield:

3-{[(4-chloro-3-methyl-5-isoxazolyl)amino]sulfonyl}-2-thiophenecarboxylic acid methyl ester (184644-72-2) → N-(4-chloro-3-methyl-5-isoxazolyl)-2-(pentamethylphenylaminocarbonyl)thiophene-3-sulfonamide

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / N,N-diisopropylethylamine / tetrahydrofuran / 8 h / 0 - 20 °C

2: 100 percent / 1 N NaOH / tetrahydrofuran / 3 h / 20 °C

3: 100 percent / oxalyl chloride; pyridine / tetrahydrofuran; CHCl₃; CH₂Cl₂ / 15 h / 20 °C

4: tetrahydrofuran / 15 h / 20 °C

5: conc. HCl / methanol / 2 h / 70 °C

With pyridine; hydrogenchloride; sodium hydroxide; oxalyl dichloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform; 1: Alkylation / 2: Hydrolysis / 3: Chlorination / 4: Acylation / 5: Hydrolysis;

DOI:10.1021/jm9900063

Reference yield:

3-{[(4-chloro-3-methyl-5-isoxazolyl)amino]sulfonyl}-2-thiophenecarboxylic acid methyl ester (184644-72-2) → N-(4-chloro-3-methyl-5-isoxazolyl)-2-(3-cyano-2,4,6-trimethylphenylaminocarbonyl)thiophene-3-sulfonamide

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / N,N-diisopropylethylamine / tetrahydrofuran / 8 h / 0 - 20 °C

2: 100 percent / 1 N NaOH / tetrahydrofuran / 3 h / 20 °C

3: 100 percent / oxalyl chloride; pyridine / tetrahydrofuran; CHCl₃; CH₂Cl₂ / 15 h / 20 °C

4: tetrahydrofuran / 15 h / 20 °C

5: conc. HCl / methanol / 2 h / 70 °C

With pyridine; hydrogenchloride; sodium hydroxide; oxalyl dichloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform; 1: Alkylation / 2: Hydrolysis / 3: Chlorination / 4: Condensation / 5: Hydrolysis;

DOI:10.1021/jm9900063

upstream raw materials:

2-(carbomethoxy)thiophene-3-sulfonyl chloride

4-chloro-3-methyl-5-amino isoxazole

Downstream raw materials:

3{[(4-chloro-3-methyl-5-isoxazolyl)amino]sulfonyl}-2-thiophenecarboxylic acid

3-{[(4-chloro-3-methyl-5-isoxazolyl)amino]sulfonyl}-N-{3-hydroxy-2,4,6-trimethylphenyl}-2-thiophenecarboxamide