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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231502Generated: October 26, 2026

1-(3-Chlorophenyl)-3-(dimethylamino)-2-propen-1-one → 7-(3-Chlorophenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrile

https://huagongshe.com/reaction/231502

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(3-Chlorophenyl)-3-(dimethylamino)-2-propen-1-oneHCID 730065—
ReactantHCID 178510443HCID 178510443—
SolventAcetic AcidHCID 176—
Product7-(3-Chlorophenyl)pyrazolo[1,5-a]pyrimidine-3-carbonitrileHCID 1450186783.2%

Reaction Steps

A mixture of 50.0 g of 3'-chloro-3-dimethylaminoacrylophenone, 25.0 g of 3-aminopyrazole-4-carbonitrile and 500 ml of glacial acetic acid was heated at reflux for 2 hours. The mixture went into solution upon heating and a precipitate formed after one hour of refluxing. The reaction mixture was filtered and the crystals collected were triturated with saturated aqueous sodium bicarbonate, filtered and washed with water and then dried to give 49.0 g of the product of the example as colorless crystals, mp 238°-240° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04847256
Source datasetuspto-grants-1989_07
ORD IDord-22f74d8b701f46988c17a46b233e3e49
Source noteuspto-grants-1989_07