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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1607208Generated: October 31, 2026

4-Chlorophenyl Isocyanate → N,3-bis-(4-chlorophenyl)-4-methyl-4,5-dihydro-1H-pyrazole-1-carboxamide

https://huagongshe.com/reaction/1607208

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorophenyl IsocyanateHCID 7693—
Reactant3-(4-chlorophenyl)-4-methyl-4,5-dihydro-1H-pyrazoleHCID 13752556—
SolventDichloromethaneHCID 6344—
ProductN,3-bis-(4-chlorophenyl)-4-methyl-4,5-dihydro-1H-pyrazole-1-carboxamideHCID 13752557—

Reaction Steps

In a 500 ml round bottomed flask was placed 82 g (0.42 mole) of 3-(4-chlorophenyl)-4-methyl-4,5-dihydro-1H-pyrazole dissolved in 300 ml of methylene chloride and the solution was brought to boiling. A solution of 64.5 g of 4-chlorophenyl isocyanate (0.42 mole) in 100 ml of methylene chloride was added at a rate to maintain reflux. After stirring for an additional 30 minutes the solvent was removed in vacuo and the resulting oil was crystallized from ethyl ether yielding 140 g of N,3-bis-(4-chlorophenyl)-4-methyl-4,5-dihydro-1H-pyrazole-1-carboxamide. mp 139°-140° C. NMR data was consistent with the structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04863947
Source datasetuspto-grants-1989_09
ORD IDord-e164f841d8d44d7a9934a04af5938ee1
Source noteuspto-grants-1989_09