2-[(methoxycarbonyl)amino]-1H-benzimidazole-5-thiol

Base Information

• Chemical Name: 2-[(methoxycarbonyl)amino]-1H-benzimidazole-5-thiol
• CAS No.: 79213-76-6
• Molecular Formula: C₉H₉N₃O₂S
• Molecular Weight: 223.255
• Mol file: 79213-76-6.mol

Synonyms:Methyl (6-mercapto-1H-benzo[d]imidazol-2-yl)carbamate;SCHEMBL11087273;KXPVTEAMOUVXHO-UHFFFAOYSA-N;2-[(methoxycarbonyl)amino]-1H-benzimidazole-5-thiol;Methyl(6-mercapto-1H-benzo[d]imidazol-2-yl)carbamate

Chemical Property of 2-[(methoxycarbonyl)amino]-1H-benzimidazole-5-thiol

Chemical Property:

• PSA: 110.85000
• LogP: 0.63110
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 223.04154771
• Heavy Atom Count: 15
• Complexity: 252

Purity/Quality:

99% ,98%,Electron Grade , ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NC1=NC2=C(N1)C=C(C=C2)S

Technology Process of 2-[(methoxycarbonyl)amino]-1H-benzimidazole-5-thiol

There total 2 articles about 2-[(methoxycarbonyl)amino]-1H-benzimidazole-5-thiol 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: 68.0%

methyl [6-(chlorosulfonyl)-1H-benzo[d]imidazol-2-yl]-carbamate (79213-74-4) → 2-Methoxycarbamoyl-6-mercaptobenzimidazole (79213-76-6)

Guidance literature:

With hydrogenchloride; water; tin(ll) chloride; at 50 ℃; for 0.5h;

Reference yield:

1H-benzimidazol-2-ylcarbamic acid methyl ester (162976-69-4,102040-01-7,110342-67-1,212384-28-6,276680-08-1,63090-40-4,63278-70-6,59758-95-1) → 2-Methoxycarbamoyl-6-mercaptobenzimidazole (79213-76-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HOSO₂Cl / 1.) 0 deg C, 2 h, 2.) 30-40 deg C, 0.5 h

2: 68 percent / HCl, H₂O, SnCl₂ / 0.5 h / 50 °C

With hydrogenchloride; chlorosulfonic acid; water; tin(ll) chloride;

Reference yield: 67.0%

benzenesulfonyl chloride (98-09-9) + 2-Methoxycarbamoyl-6-mercaptobenzimidazole (79213-76-6) → S-(2-Methoxycarbamoylbenzimidazol-6-yl)benzenethiosulfonate

Guidance literature:

With pyridine; In methanol; for 24h;

upstream raw materials:

methyl [6-(chlorosulfonyl)-1H-benzo[d]imidazol-2-yl]-carbamate

1H-benzimidazol-2-ylcarbamic acid methyl ester