69218-56-0

Basic information

• Product Name: 2-BENZOTRIAZOL-1-YL-ACETAMIDE
• Synonyms: 2-BENZOTRIAZOL-1-YL-ACETAMIDE
• CAS NO: 69218-56-0
• Molecular Formula: C₈H₈N₄O
• Molecular Weight: 176.18
• Mol File: 69218-56-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 189-191 °C(Solv: water (7732-18-5))
• Boiling Point: 454.1 °C at 760 mmHg
• Flash Point: 228.4 °C
• Appearance: /
• Density: 1.48g/cm³
• PKA: 15.31±0.40(Predicted)
• CAS DataBase Reference: 2-BENZOTRIAZOL-1-YL-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZOTRIAZOL-1-YL-ACETAMIDE(69218-56-0)
• EPA Substance Registry System: 2-BENZOTRIAZOL-1-YL-ACETAMIDE(69218-56-0)

Safety Data

• Hazardous Substances Data: 69218-56-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 5638, 1995 DOI: 10.1021/jo00122a053

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 111198-08-4 1-(cyanomethyl)benzotriazole 
• 683-57-8 bromo-acetic acid amide 
• 15217-42-2 sodium benzotriazolate 

Downstream Products

• 1086627-05-5 2-fluoro-5-(6-{2-[(2-methylpropyl)oxy]phenyl}-2-oxo-1,2-dihydropyridin-4-yl)benzonitrile 
• 1086626-19-8 4-(3-methyl-1H-indazol-5-yl)-6-{2-[(2-methylpropyl)oxy]phenyl}pyridin-2(1H)-one 
• 931112-45-7 6-(5-chloro-2-hydroxyphenyl)-4-(2-chloro-5-(trifluoromethyl)phenyl)-2(1H)-pyridinone 
• 168697-98-1 N-Phenyl-α-(benzotriazol-1-yl)-4-phenylthiazol-2-acetamide 
• 168697-99-2 N-tert-Butyl-α-(benzotriazol-1-yl)-4-phenylthiazol-2-acetamide 
• 168698-09-7 2-(Benzotriazol-1-yl)-2-(4-phenylthiazol-2-yl)-1-phenylpropane 
• 168698-08-6 2-(Benzotriazol-1-yl)-2-(4-phenylthiazol-2-yl)hexane 
• 168698-05-3 2-(Benzotriazol-1-ylethyl)-4-phenylthiazole 
• 168698-03-1 2-(Benzotriazol-1-ylmethyl)-5-methyl-4-phenylthiazole 
• 168698-01-9 2-(Benzotriazol-1-yl)-2-(4-phenylthiazol-2-yl)propane 
• 168697-95-8 2-(Benzotriazol-1-ylmethyl)-4-phenylthiazole 
• 853261-73-1 2-[4-(4-fluorophenyl)-2-pyridon-6-yl]benzoic acid 
• 853261-55-9 2-(4-phenyl-2-pyridon-6-yl)benzoic acid 
• 853261-72-0 2-[4-(4-isopropylphenyl)-2-pyridon-6-yl]benzoic acid 

Relevant articles and documents

Synthesis of E/Z 3-(1H-benzotriazol-1-YL)-3-(pyridin-4- YL)acrylonitriles and E/Z 2-(3-imino-2-benzofuran-1(3H)- Ylidene)acetonitriles. An unusual case of displacement of the benzotriazole ring

Synthesis of 3-(1H-benzotriazol-1-yl)-3-(pyridin-4-yl)acrylonitriles (E/Z 6) and 2-(3-imino-2-benzofuran-1(3H)-ylidene)acetonitriles (E/Z 20), by an unusual case of displacement of the benzotriazole ring, has been described. The X-Ray structure analysis of Z 20 and antimycobacterial activity of both E/Z 6 and E/Z 20 were also reported.

1-(cyanomethyl)benzotriazole as a convenient precursor for the synthesis of 2-substituted thiazoles

Treatment of 1-(cyanomethyl)benzotriazole with hydrogen peroxide followed by a Lawesson reagent afforded (benzotriazol-1-yl)thioacetamide which condensed with α-halo carbonyl compounds (Hantzsch thiazole synthesis) to give the corresponding 2-(benzotriazol-1-ylmethyl)thiazoles. Lithiation of 2-(benzotriazol-1-ylmethyl)-4-phenylthiazole with butyllithium occurred exclusively at the methylene group, and subsequent quenching of the resulting anion with alkyl halides produced the corresponding alkylated products in good yields. Treatment of these intermediates with Grignard reagents in toluene or with electron-rich heterocycles in the presence of zinc bromide resulted in the displacement of benzotriazole to afford the corresponding thiazoles with elaborated 2-substituents.