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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1786102Generated: October 31, 2026

Water → 9-Bromo-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-one

https://huagongshe.com/reaction/1786102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHydrazinecarboxaldehydeHCID 12229—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantEthyl (4-bromo-2-cyanophenyl)carbamateHCID 18367857—
Product9-Bromo-[1,2,4]triazolo[1,5-c]quinazolin-5(6H)-oneHCID 13576685581%

Reaction Conditions

Temperature160 °C

Reaction Steps

To a solution of (4-bromo-2-cyano-phenyl)-carbamic acid ethyl ester (40.4 g, 150 mmol) in NMP (170 mL) was added formylhydrazine (10.0 g, 150 mmol). The resulting mixture was stirred for 1.5 h at 160° C. under a gentle nitrogen sweep. It was cooled to below 100° C. and water (340 mL) was added slowly. The resulting slurry was cooled to 25° C. and stirred for 15 min. The solid was collected by filtration and washed with water and 2-propanol. Drying in vacuo afforded the title compound (32.4 g, 81%) as a light yellow solid. MS: m/e 264.9/267.0 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07507728B2
Source datasetuspto-grants-2009_03
ORD IDord-271bca5206bf4b1ca62ec2973902481e
Source noteuspto-grants-2009_03