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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3599Generated: October 25, 2026

2,4-Dichlorobenzoyl chloride → Ethyl10-[4-[(2,4-dichlorobenzoyl)amino]-3-methylbenzoyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylate

https://huagongshe.com/reaction/3599

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichlorobenzoyl chlorideHCID 66645—
ReactantDiisopropylethylamineHCID 81531—
Reactantethyl 10,11-di-hydro-10-(4-amino-3-methylbenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylateHCID 21836996—
SolventDichloromethaneHCID 6344—
ProductEthyl10-[4-[(2,4-dichlorobenzoyl)amino]-3-methylbenzoyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylateHCID 2183701355.4%

Reaction Steps

To a solution of 0.30 g of ethyl 10,11-dihydro-10-(4-amino-3-methylbenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine-3-carboxylate in 20 ml of methylene chloride is added 0.15 g of N,N-diisopropylethylamine and 0.24 g of 2,4-dichlorobenzoyl chloride. The reaction mixture is stirred at room temperature for 18 hours and washed with water, saturated NaHCO3 and dried with Na2SO4. The organic layer is passed through a pad of hydrous magnesium silicate. Hexane is added to the filtrate at the boil to give 0.24 g of solid, m.p. 174°-184° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05733905
Source datasetuspto-grants-1998_03
ORD IDord-cc4b68ef8db8421b815156d3cb52f80e
Source noteuspto-grants-1998_03