2-Amino-1-methylbenzimidazole

Base Information

• Chemical Name: 2-Amino-1-methylbenzimidazole
• CAS No.: 1622-57-7
• Molecular Formula: C8H9N3
• Molecular Weight: 147.18
• Hs Code.: 29339980
• European Community (EC) Number: 627-875-7
• DSSTox Substance ID: DTXSID10167330
• Nikkaji Number: J475.201E
• Wikidata: Q27460053
• ChEMBL ID: CHEMBL1232570
• Mol file: 1622-57-7.mol

Synonyms:2-amino-1-methylbenzimidazole;AMBI cpd

Chemical Property of 2-Amino-1-methylbenzimidazole

Chemical Property:

• Appearance/Colour: white to beige fine crystalline powder
• Vapor Pressure: 0.000124mmHg at 25°C
• Melting Point: 203-206 °C
• Refractive Index: 1.667
• Boiling Point: 334.9 °C at 760 mmHg
• PKA: 6.96±0.10(Predicted)
• Flash Point: 156.3 °C
• PSA: 43.84000
• Density: 1.27 g/cm³
• LogP: 1.73670
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 147.079647300
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

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

1-Methyl-1H-benzimidazol-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2N=C1N
• Uses: 2-Amino-1-methylbenzimidazole may be used for the preparation of 2- or 3-carboxy-4H-pyrimido[2,1-b]-benzazol-4-ones and novel functionalized spiropyran′s derivatives of 2H-1,3-benzoxazinone series.

Technology Process of 2-Amino-1-methylbenzimidazole

There total 30 articles about 2-Amino-1-methylbenzimidazole 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: 95.0%

tert-butyl (1-methyl-1H-benzo[d]imidazol-2-yl)carbamate (1607833-96-4) → 2-Amino-1-methylbenzimidazole (1622-57-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 100 ℃; for 0.5h;

DOI:10.1016/j.ejmech.2014.03.030

Reference yield: 90.0%

1H-benzimidazol-2-amine (934-32-7) + methyl iodide (74-88-4) → 2-Amino-1-methylbenzimidazole (1622-57-7)

Guidance literature:

1H-benzimidazol-2-amine; With potassium hydroxide; In acetone; at 20 ℃; for 0.166667h;

methyl iodide; In acetone; for 0.166667h; Cooling with ice;

Reference yield: 89.5%

2-azido-1-methyl-1H-benzo[d]imidazole (1516-73-0) → 2-Amino-1-methylbenzimidazole (1622-57-7)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.3987/com-96-7475

upstream raw materials:

1H-benzimidazol-2-amine

methyl iodide

1-benzylideneamino-3-methylbenzimidazoline-2-imine

3-methyl-1-(p-methoxybenzylidene)aminobenzimidazoline-2-imine

Downstream raw materials:

1-Methyl-2-(o-chlorobenzamide)benzimidazole

(1-Methyl-1H-benzoimidazol-2-yl)-[1-(3,4,5-trimethoxy-phenyl)-meth-(E)-ylidene]-amine

3,5-Dimethyl-2-(1-methyl-1H-benzoimidazol-2-ylazo)-phenylamine

3,5-Dimethyl-4-(1-methyl-1H-benzoimidazol-2-ylazo)-phenylamine

Refernces

• 1、 Avery, Vicky M.,Baell, Jonathan,McNamara, Nicole,Rahmani, Raphael,Sykes, Melissa L.. "Hit-to-lead optimization of novel benzimidazole phenylacetamides as broad spectrum trypanosomacides". supporting information. p. 685 - 695. Retrieved 2020/08/24.
• 2、 -. "Benzimidazole compound and application thereof". Paragraph 0194; 0198; 0199. . Retrieved 2019/01/07.