2-chloro-1-methyl-1H-benzo[d]imidazol-6-amine

Base Information

• Chemical Name: 2-chloro-1-methyl-1H-benzo[d]imidazol-6-amine
• CAS No.: 203302-75-4
• Molecular Formula: C8H8ClN3
• Molecular Weight: 181.62200
• DSSTox Substance ID: DTXSID601270886
• Mol file: 203302-75-4.mol

Synonyms:2-chloro-1-methyl-1H-benzo[d]imidazol-6-amine;203302-75-4;2-chloro-3-methylbenzimidazol-5-amine;1H-Benzimidazol-6-amine,2-chloro-1-methyl-(9CI);6-amino-2-chloro-1-methyl-1h-benzimidazole;SCHEMBL6232931;DTXSID601270886;2-Chloro-1-methyl-1H-benzimidazol-6-amine

Chemical Property of 2-chloro-1-methyl-1H-benzo[d]imidazol-6-amine

Chemical Property:

• Boiling Point: 393.2±34.0 °C(Predicted)
• PKA: 4.61±0.10(Predicted)
• PSA: 43.84000
• Density: 1.45±0.1 g/cm3(Predicted)
• LogP: 2.39010
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 181.0406750
• Heavy Atom Count: 12
• Complexity: 176

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=CC(=C2)N)N=C1Cl

Technology Process of 2-chloro-1-methyl-1H-benzo[d]imidazol-6-amine

There total 4 articles about 2-chloro-1-methyl-1H-benzo[d]imidazol-6-amine 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-chloro-1-methyl-6-nitro-1H-benzoimidazole (15965-67-0) + 2-chloro-1-methyl-5-nitro-1H-benzoimidazole (15965-66-9) → 6-amino-2-chloro-1-methyl-1H-benzimidazole (203302-75-4) + 2-chloro-1-methyl-1H-benzoimidazol-5-ylamine (203302-74-3)

Guidance literature:

2-chloro-1-methyl-6-nitro-1H-benzoimidazole; 2-chloro-1-methyl-5-nitro-1H-benzoimidazole; With hydrogenchloride; tin(ll) chloride; In water; at 100 ℃; for 3.25h;

With sodium hydroxide; In water; pH=9;

Reference yield:

2-chloro-5-nitro-1H-benzo[d]imidazole (5955-72-6) + methyl iodide (74-88-4) → 6-amino-2-chloro-1-methyl-1H-benzimidazole (203302-75-4) + 2-chloro-1-methyl-1H-benzoimidazol-5-ylamine (203302-74-3)

Guidance literature:

2-chloro-5-nitro-1H-benzo[d]imidazole; methyl iodide; With sodium hydride; In N,N-dimethyl-formamide;

With hydrogenchloride; tin(ll) chloride;

DOI:10.1016/j.bmcl.2006.11.092

Reference yield:

2-chloro-1H-benzoimidazole (4857-06-1) → 6-amino-2-chloro-1-methyl-1H-benzimidazole (203302-75-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / 5N aq. NaOH / 1 h / Ambient temperature

2: 1.) conc. HNO₃, conc. H₂SO₄, 2.) stannous chloride dihydrate, conc. HCl / 1.) 10 deg C, 1 h, 2.) 100 deg C, 4 h

With hydrogenchloride; sodium hydroxide; sulfuric acid; nitric acid; tin(ll) chloride;

DOI:10.1002/jhet.5570340623

upstream raw materials:

2-chloro-1-methyl-benzimidazole

2-chloro-5-nitro-1H-benzo[d]imidazole

methyl iodide

2-chloro-1H-benzoimidazole

Downstream raw materials:

N-(2-chloro-1-methyl-1H-benzimidazol-6-yl)-2-(4-trifluoromethylphenoxy)acetamide

N-(2-chloro-1-methyl-1H-benzimidazol-5-yl)-2-(4-trifluoromethylphenoxy)acetamide

N-(2-chloro-1-methylbenzimidazol-6-yl)anthranilic acid