Methyl 5-hydroxy-2-benzimidazole carbamate

Base Information

• Chemical Name: Methyl 5-hydroxy-2-benzimidazole carbamate
• CAS No.: 22769-68-2
• Molecular Formula: C9H9 N3 O3
• Molecular Weight: 207.19
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID1042150
• Nikkaji Number: J576.782B
• Wikidata: Q27107345
• Metabolomics Workbench ID: 68109
• Mol file: 22769-68-2.mol

Synonyms:5-HBC;methyl 5-hydroxy-2-benzimidazole carbamate;methyl 5-hydroxy-2-benzimidazole carbamate dihydrochloride

Chemical Property of Methyl 5-hydroxy-2-benzimidazole carbamate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 90.73000
• Density: 1.558g/cm³
• LogP: 1.46040
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 207.06439116
• Heavy Atom Count: 15
• Complexity: 249

Purity/Quality:

HPLC ≥ 98% ^*data from raw suppliers

Methyl5-Hydroxy-2-benzimidazolecarbamate ^*data from reagent 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)O
• Uses: Methyl 5-Hydroxy-2-benzimidazolecarbamate is a derivative of Carbendazim (C175900), a fungicide and an impurity of Albendazole.

Technology Process of Methyl 5-hydroxy-2-benzimidazole carbamate

There total 4 articles about Methyl 5-hydroxy-2-benzimidazole carbamate 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:

4-hydroxy-2-nitroaniline (610-81-1) + 1,3-bis-(methoxycarbonyl)-S-methylisothiourea (34840-23-8) → methyl (5-hydroxy-1H-benzimidazol-2-yl)carbamate (22769-68-2)

Guidance literature:

In methanol; di-isopropyl ether; acetic acid;

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) → (5-hydroxy-1(3)H-benzoimidazol-2-yl)-carbamic acid methyl ester (22769-68-2)

Guidance literature:

With D-glucose-6-phosphate dehydrogenase; NADP; glucose-6-phosphate dipotassium salt; magnesium(II) chloride; at 37 ℃; for 5h; Reagent/catalyst; Kinetics; Microbiological reaction; Enzymatic reaction;

DOI:10.1016/j.envpol.2021.118523

Reference yield:

→ (5-hydroxy-1(3)H-benzoimidazol-2-yl)-carbamic acid methyl ester (22769-68-2)

Guidance literature:

3,4-Dinitrophenol, Pd/ C, NaBH4, Methoxycarbonyl-S-methylisothioharnstoff;

DOI:10.1021/jf60193a046

upstream raw materials:

1H-benzimidazol-2-ylcarbamic acid methyl ester

4-hydroxy-2-nitroaniline

1,3-bis-(methoxycarbonyl)-S-methylisothiourea

Downstream raw materials:

C₁₉H₁₉N₃O₇

Refernces

• 1、 Gardiner et al.. "-". . p. 419,425. Retrieved 1974.
• 2、 -. "Substituted phenylsulfonyloxybenzimidazolecarbamates and anthelmintic compositions". . . Retrieved 2008/06/13.