Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1679935Generated: October 30, 2026

2,2-Dichlorocyclopropanecarbonyl chloride → 2-[p-(2,2-Dichlorocyclopropylcarbonylamino)-phenyl]-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one

https://huagongshe.com/reaction/1679935

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Dichlorocyclopropanecarbonyl chlorideHCID 12935830—
Reactant5-(4-Aminophenyl)-3,4-diazabicyclo[4.1.0]hept-4-en-2-oneHCID 20264844—
SolventTetrahydrofuranHCID 8028—
Product2-[p-(2,2-Dichlorocyclopropylcarbonylamino)-phenyl]-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-oneHCID 2345849349%

Reaction Steps

5.0 g (24.8 millimoles) of 2-(p-aminophenyl)-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one, 5.2 g (30.0 millimoles) of 2,2-dichlorocyclopropanecarboxylic acid chloride and 100 ml of absolute tetrahydrofuran are refluxed for 6 hours. The product is filtered off at 10° C., washed with water and recrystallized from a dimethylformamide/water mixture. 4.1 g (49% of theory) of 2-[p-(2,2-dichlorocyclopropylcarbonylamino)-phenyl]-3,4-diaza-bicyclo[4.1.0]hept-2-en-5-one are obtained as colorless crystals, of melting point 264°-265° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04271163
Source datasetuspto-grants-1981_06
ORD IDord-7ded58639ca44fcaa403defe1ed2c060
Source noteuspto-grants-1981_06