Identification | Back Directory | [Name]
9-Bromo-6H-[1,2,4]triazolo[1,5-c]quinazolin-5-one | [CAS]
882517-92-2 | [Synonyms]
Bromo-6H-[1,2,4]triazolo[1,5-c]quinazolin-5-one 9-Bromo-6H-[1,2,4]triazolo[1,5-c]quinazolin-5-one 9-Bromo-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-one 9-bromo-[1,2,4]triazolo[4,3-c]quinazolin-5(6H)-one [1,2,4]Triazolo[1,5-c]quinazolin-5(6H)-one,9-bromo- | [Molecular Formula]
C9H5BrN4O | [MDL Number]
MFCD14584721 | [MOL File]
882517-92-2.mol | [Molecular Weight]
265.07 |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 9-bromo-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-one from (4-bromo-2-cyanophenyl)carbamic acid ethyl ester and formylhydrazine: to a solution of (4-bromo-2-cyanophenyl)carbamic acid ethyl ester (40.4 g, 150 mmol) in N-methyl pyrrolidone (NMP, 170 mL), was added formylhydrazine ( 10.0 g, 150 mmol). The reaction mixture was stirred at 160°C for 1.5 hours in a mild nitrogen atmosphere. Upon completion of the reaction, the mixture was cooled to below 100°C and water (340 mL) was slowly added. The resulting slurry was further cooled to 25°C and stirred continuously for 15 minutes. The precipitated solid was collected by filtration and washed sequentially with water and 2-propanol. Finally, the product was dried under vacuum to afford 9-bromo-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-one (32.4 g, 81% yield) as a light yellow solid. Mass spectrometry (MS) analysis result: m/e = 264.9/267.0 (M + H+). | [References]
[1] Patent: US2006/84642, 2006, A1. Location in patent: Page/Page column 9 [2] Patent: US2006/84801, 2006, A1. Location in patent: Page/Page column 12 [3] Patent: US2006/79507, 2006, A1. Location in patent: Page/Page column 18 [4] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 20, p. 5940 - 5944 |
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Rhawn Reagent
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Energy Chemical
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http://www.energy-chemical.com |
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