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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354761Generated: October 30, 2026

Water → 3-[5-(o-fluorophenyl)-2,3-dihydro-1,3,3-trimethyl-2-oxo-1H-1,4-benzodiazepin-7-yl]-5,5-dimethylhydantoin

https://huagongshe.com/reaction/354761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhosgeneHCID 6371—
ReactantTriethylamineHCID 8471—
ReactantHCID 20506149HCID 20506149—
Solvent1,2-DichloroethaneHCID 11—
Product3-[5-(o-fluorophenyl)-2,3-dihydro-1,3,3-trimethyl-2-oxo-1H-1,4-benzodiazepin-7-yl]-5,5-dimethylhydantoinHCID 20506183—

Reaction Steps

2 g (0.005 mol) of 2 amino-N-[5-(o-fluorophenyl)-2,3-dihydro-1,3,3-trimethyl-2-oxo-1H-1,4-benzodiazepin-7-yl]-2-methylpropionamide are dissolved in 50 ml of 1,2-dichloroethane and added to 1 g of phosgene in 50 ml of 1,2-dichloroethane at room temperature. The reaction mixture is stirred for 1/2 hour and subsequently made basic with triethylamine. The mixture is treated with water and extracted with methylene chloride. The organic phase is dried and evaporated. The residue gives, from ethyl acetate/ether, 3-[5-(o-fluorophenyl)-2,3-dihydro-1,3,3-trimethyl-2-oxo-1H-1,4-benzodiazepin-7-yl]-5,5-dimethylhydantoin of melting point 286°-287°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04377522
Source datasetuspto-grants-1983_03
ORD IDord-60969652dcb94f80a05a96160cfbba6f
Source noteuspto-grants-1983_03