2851-13-0

Basic information

• Product Name: N,N-dimethyl-1H-benzoimidazol-2-amine
• Synonyms: N,N-dimethyl-1H-benzoimidazol-2-amine;1H-Benzimidazol-2-amine,N,N-dimethyl-(9CI);N,N-Dimethyl-1H-benzimidazol-2-amine;1H-benzimidazol-2-yl(dimethyl)amine;N,N-dimethyl-1H-benzo[d]imidazol-2-amine
• CAS NO: 2851-13-0
• Molecular Formula: C₉H₁₁N₃
• Molecular Weight: 161.2
• Product Categories: BENZIMIDAZOLE
• Mol File: 2851-13-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 301.5°Cat760mmHg
• Flash Point: 136.1°C
• Appearance: /
• Density: 1.211g/cm³
• Vapor Pressure: 0.00105mmHg at 25°C
• Refractive Index: 1.691
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: N,N-dimethyl-1H-benzoimidazol-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyl-1H-benzoimidazol-2-amine(2851-13-0)
• EPA Substance Registry System: N,N-dimethyl-1H-benzoimidazol-2-amine(2851-13-0)

Safety Data

• Hazardous Substances Data: 2851-13-0(Hazardous Substances Data)

Usage

General Description

N,N-dimethyl-1H-benzoimidazol-2-amine, also known as DMBA, is a chemical compound with the molecular formula C10H12N2. It is a derivative of 1H-benzoimidazole and belongs to the class of aromatic amines. DMBA is a pale yellow solid that is sparingly soluble in water but soluble in organic solvents. It is used in organic synthesis and medicinal chemistry as a building block for the synthesis of various pharmaceuticals and bioactive compounds. Additionally, DMBA has been studied for its potential biological activities, including its role as a potent inhibitor of tyrosine kinases, which are important enzymes involved in cell signaling and cancer development.

InChI:InChI=1/C9H11N3/c1-12(2)9-10-7-5-3-4-6-8(7)11-9/h3-6H,1-2H3,(H,10,11)

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 

Relevant articles and documents

Chloroformamidinium salts: Efficient reagents for preparation of 2-aminobenzoimidazole, 2-aminobenzoxazole, and 2-aminobenzothiazole derivatives

A Reaction involving chloroformamidinium salts (TCFH 1a, BTCFH 1b, DmCFH 1c, DmPCFH 1d, BPCFH 1e) and 2-aminophenol 9a, benzene-1,2-diamine 9b, and 2-aminothiophenol 9c afforded 2-aminobenzoxazole 13, 2-aminobenzoimidazole 14, and 2-aminobenzothiazole 15 derivatives, respectively as major products, due to the in situ heterocyclization with dimethylamine acting as the better leaving group. Attempts for preparation of 13-15 from the reaction of N,N-dimethyl carbomyl chloride 16 with 2-aminophenol 9a, benzene-1,2-diamine 9b, and 2-aminothiophenol 9c were unsuccessful, and gave the unexpected products benzoxazol-2-ol 18a, benzoimidazol-2-one 18b, and S-(2-amino-phenyl) N,N-dimethylthiocarbamate 19 respectively. On the other hand reaction of chloroformamidinium salts 1a-e with 3-benzyl-2-hydrazinoquinoxaline 3 and 1-hydrazinophthalazine hydrochloride 4 in the presence of triethylamine as a base, afforded the [1,2,4]triazolo derivatives 6 and 7 respectively in good yield and purity. These triazole derivatives were formed due to the strong tendency towards heterocyclization and substitution of dimethylamine group as a better leaving group.