Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859602Generated: October 26, 2026

Chloroacetone → 8-(4-Fluoro-phenyl)-4-[3-(4-methyl-thiazol-2-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one

https://huagongshe.com/reaction/859602

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetoneHCID 6571—
Reactant3-[7-(4-Fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-thiobenzamideHCID 22224627—
SolventEthanolHCID 702—
Product8-(4-Fluoro-phenyl)-4-[3-(4-methyl-thiazol-2-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-oneHCID 22224752—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of 3-[7-(4-fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-thiobenzamide (Example 149) (97 mg, (0.25 mmol) in ethanol (5 mL) was added chloroacetone (0.1 mL, 1.25 mmol) and the mixture was heated at reflux. After 1 h and after 5 h of heating, more chloroacetone (2 times 0.1 mL, 1.25 mmol) was added. After 20 h the mixture was cooled to 0° C. and stirred for 0.5 h, and the title compound was isolated by filtration as light yellow solid (61 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07151098B2
Source datasetuspto-grants-2006_12
ORD IDord-5fdbb63a719d48baac25b6761dc73586
Source noteuspto-grants-2006_12