5-Phenyl-3-sulfamoyl-2-methoxycarbonyl thiophene

Base Information

• Chemical Name: 5-Phenyl-3-sulfamoyl-2-methoxycarbonyl thiophene
• CAS No.: 100567-13-3
• Molecular Formula: C12H11NO4S2
• Molecular Weight: 297.356
• DSSTox Substance ID: DTXSID60556533
• Mol file: 100567-13-3.mol

Synonyms:100567-13-3;Methyl 5-phenyl-3-sulfamoylthiophene-2-carboxylate;5-phenyl-3-sulfamoyl-2-methoxycarbonyl thiophene;SCHEMBL4363783;DTXSID60556533;EN300-22236676

Chemical Property of 5-Phenyl-3-sulfamoyl-2-methoxycarbonyl thiophene

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 297.01295018
• Heavy Atom Count: 19
• Complexity: 426

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(S1)C2=CC=CC=C2)S(=O)(=O)N

Technology Process of 5-Phenyl-3-sulfamoyl-2-methoxycarbonyl thiophene

There total 2 articles about 5-Phenyl-3-sulfamoyl-2-methoxycarbonyl thiophene 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: 81.0%

5-phenyl-3-chlorosulfonyl-2-methoxycarbonyl thiophene (113387-58-9) → 5-phenyl-3-sulfamoyl-2-methoxycarbonyl thiophene (100567-13-3)

Guidance literature:

With ammonia; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/0223-5234(88)90204-8

Reference yield:

methyl 3-amino-5-phenylthiophene-2-carboxylate (100063-22-7) → 5-phenyl-3-sulfamoyl-2-methoxycarbonyl thiophene (100567-13-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 35percent HCl, NaNO₂; 2.) cupric chloride, SO₂ / 1.) water, 0 deg C, 1 h; 2.) water, acetic acid

2: 81 percent / NH₃ (gas) / CH₂Cl₂ / 2 h / 0 °C

With hydrogenchloride; sulfur dioxide; ammonia; copper dichloride; sodium nitrite; In dichloromethane;

DOI:10.1016/0223-5234(88)90204-8

Reference yield: 90.0%

5-phenyl-3-sulfamoyl-2-methoxycarbonyl thiophene (100567-13-3) → 5-phenyl-2,3-dihydro-3-oxo-thieno<2,3-d>isothiazole-1,1-dioxide (113387-57-8)

Guidance literature:

With sodium methylate; In methanol; for 24h; Heating;

DOI:10.1016/0223-5234(88)90204-8

upstream raw materials:

5-phenyl-3-chlorosulfonyl-2-methoxycarbonyl thiophene

methyl 3-amino-5-phenylthiophene-2-carboxylate

Downstream raw materials:

5-phenyl-2,3-dihydro-3-oxo-thieno<2,3-d>isothiazole-1,1-dioxide

5-Phenyl-3-pyrazol-1-yl-thieno[2,3-d]isothiazole 1,1-dioxide

3-(4-Chloro-pyrazol-1-yl)-5-phenyl-thieno[2,3-d]isothiazole 1,1-dioxide

3-(3,5-Dimethyl-pyrazol-1-yl)-5-phenyl-thieno[2,3-d]isothiazole 1,1-dioxide

Refernces

• 1、 -. "SULTAM DERIVATIVES". Page/Page column 102. . Retrieved 2009/08/14.