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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1265924Generated: November 3, 2026

Thiourea → 4-[3-(2-Amino-thiazol-4-yl)-phenyl]-8-chloro-7-dimethylamino-1,3-dihydro-benzo[b][1,4]diazepin-2-one

https://huagongshe.com/reaction/1265924

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioureaHCID 2723790—
Reactant4-(3-Bromoacetyl-phenyl)-8-chloro-7-dimethylamino-1,3-dihydro-benzo[b][1,4]diazepin-2-oneHCID 18613234—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product4-[3-(2-Amino-thiazol-4-yl)-phenyl]-8-chloro-7-dimethylamino-1,3-dihydro-benzo[b][1,4]diazepin-2-oneHCID 1861349920.2%

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 (0.73 g) (Example 193a) and thiourea (0.13 g) in THF (10 mL) was heated to 60° C. for 15 min. 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 stirred with CH2Cl2 to give the title compound (0.14 g) as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06544985B2
Source datasetuspto-grants-2003_04
ORD IDord-d36c659a66744f32910c26c62bb79f84
Source noteuspto-grants-2003_04