13858-89-4

Basic information

• Product Name: N,N-Dimethylbenzoxazole-2-amine
• Synonyms: 2-(Dimethylamino)benzoxazole;N,N-Dimethylbenzoxazole-2-amine
• CAS NO: 13858-89-4
• Molecular Formula: C₉H₁₀N₂O
• Molecular Weight: 162.1885
• Mol File: 13858-89-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 236.5°Cat760mmHg
• Flash Point: 96.8°C
• Appearance: /
• Density: 1.179g/cm³
• Vapor Pressure: 0.0472mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: N,N-Dimethylbenzoxazole-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethylbenzoxazole-2-amine(13858-89-4)
• EPA Substance Registry System: N,N-Dimethylbenzoxazole-2-amine(13858-89-4)

Safety Data

• Hazardous Substances Data: 13858-89-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10N2O/c1-11(2)9-10-7-5-3-4-6-8(7)12-9/h3-6H,1-2H3

Upstream product

• 103-83-3 N,N'-dimethylbenzylamine 
• 615-18-9 2-chloro-1,3-benzoxazole 
• 98-94-2 N,N-dimethyl-cyclohexanamine 
• 95-55-6 2-amino-phenol 
• 79-44-7 N,N-Dimethylcarbamoyl chloride 
• 273-53-0 benzoxazole 

Downstream Products

• 460068-01-3 2-{[2-(dimethylamino)-benzoxazol-6-yl]amino}benzoic acid 

Relevant articles and documents

nBu4NI-catalyzed direct amination of benzoxazoles with tertiary amines using TBHP as oxidant under microwave irradiation

A facile, efficient, and practical method for nBu4NI-catalyzed direct C-H amination of benzoxazoles with tertiary amines has been developed. The system could be performed in the absence of metal catalyst and only requires tert-butyl

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.