N-(2-Methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxamide

Base Information

• Chemical Name: N-(2-Methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxamide
• CAS No.: 131019-88-0
• Molecular Formula: C₁₅H₁₇N₃O₂
• Molecular Weight: 271.319
• DSSTox Substance ID: DTXSID201156062
• Nikkaji Number: J733.797C
• Mol file: 131019-88-0.mol

Synonyms:SCHEMBL7326394;DTXSID201156062;F6492-0183;4,5,6,7-Tetrahydro-N-(2-methoxyphenyl)-1H-benzimidazole-6-carboxamide;N-(2-Methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxamide;N-(2-methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzo[d]imidazole-5-carboxamide;131019-88-0

Chemical Property of N-(2-Methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxamide

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 271.132076794
• Heavy Atom Count: 20
• Complexity: 350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC=C1NC(=O)C2CCC3=C(C2)NC=N3

Technology Process of N-(2-Methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxamide

There total 4 articles about N-(2-Methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxamide 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: 100.0%

2-methoxy-phenylamine (90-04-0) + 4,5,6,7-Tetrahydro-1H-benzoimidazole-5-carbonyl chloride; compound with sulfuric acid → N-(2-methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxamide (131019-88-0)

Guidance literature:

In 1,2-dichloro-ethane; for 2h; Ambient temperature;

DOI:10.1248/cpb.44.991

Reference yield:

methyl 5-benzimidazole carboxylate sulfate → N-(2-methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxamide (131019-88-0)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂, AcOH / 10percent Pd/C / 5 h / 80 °C / 45600 Torr

2: aq. HCl / 3 h / Heating

3: SOCl₂ / 1,2-dichloro-ethane / 1 h / 55 - 60 °C

4: 100 percent / 1,2-dichloro-ethane / 2 h / Ambient temperature

With hydrogenchloride; thionyl chloride; hydrogen; acetic acid; palladium on activated charcoal; In 1,2-dichloro-ethane;

DOI:10.1248/cpb.44.991

Reference yield:

4,5,6,7-tetrahydrobenzimidazole-5-carboxylic acid sulfate → N-(2-methoxyphenyl)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxamide (131019-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 1,2-dichloro-ethane / 1 h / 55 - 60 °C

2: 100 percent / 1,2-dichloro-ethane / 2 h / Ambient temperature

With thionyl chloride; In 1,2-dichloro-ethane;

DOI:10.1248/cpb.44.991

upstream raw materials:

2-methoxy-phenylamine