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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1265926Generated: November 3, 2026

4-(3-Bromoacetyl-phenyl)-8-chloro-7-dimethylamino-1,3-dihydro-benzo[b][1,4]diazepin-2-one → HCID 178482571, compound

https://huagongshe.com/reaction/1265926

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Bromoacetyl-phenyl)-8-chloro-7-dimethylamino-1,3-dihydro-benzo[b][1,4]diazepin-2-oneHCID 18613234—
ReactantHCID 178513045HCID 178513045—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 178482571HCID 17848257116.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 4-(3-bromoacetyl-phenyl)-8-chloro-7-dimethylamino-1,3-dihydro-benzo[b][1,4]diazepin-2-one (130 mg) (Example 193a) and N-amidino-thiourea (35 mg) in THF (3 mL) was heated at 60° C. for 1 h. The mixture was diluted with AcOEt and washed with sat. NaHCO3 solution and with brine. The organic layer was dried and evaporated and the residue was purified by chromatography on silica gel using AcOEt/MeOH (20:1) as eluent. The purified product was crystallyzed from acetone to give the title compound (22 mg) as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06544985B2
Source datasetuspto-grants-2003_04
ORD IDord-022e5b594dc14187b510c67c2c081c9d
Source noteuspto-grants-2003_04