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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1420033Generated: October 26, 2026

2,4-Dichlorobenzoyl chloride → N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)ylcarbonyl]-2-methylphenyl]-2,4-dichlorobenzamide

https://huagongshe.com/reaction/1420033

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichlorobenzoyl chlorideHCID 66645—
ReactantDiisopropylethylamineHCID 81531—
Reactant10,11-Dihydro-10-(4-amino-3-methylbenzoyl)-5H-Pyrrolo[2,1-c][1,4]benzodiazepineHCID 10686975—
SolventDichloromethaneHCID 6344—
ProductN-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)ylcarbonyl]-2-methylphenyl]-2,4-dichlorobenzamideHCID 1074365984.1%

Reaction Steps

A mixture of 0.40 g of 10,11-dihydro-10-(3-methyl-4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine, 0.40 g of 2,4-dichlorobenzoyl chloride and 0.75 g of diisopropylethylamine in 50 ml of dichloromethane is stirred at room temperature for 16 hours. The mixture is washed with water, dried (MgSO4) and the solution passed through a thin pad of hydrous magnesium silicate. The filtrate is concentrated and hexane added to give crystals. Recrystallization from dichloromethane-hexane gives 0.52 g of crystals, m.p. 213°-215° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05889001
Source datasetuspto-grants-1999_03
ORD IDord-c8e8029e1bbd49608cbebb2baba70e16
Source noteuspto-grants-1999_03