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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27894Generated: October 29, 2026

N,N-Dimethylaniline → 3-Chloro-6-(3-methyl-5-chloro-1-pyrazolyl)-pyridazine

https://huagongshe.com/reaction/27894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178429261HCID 178429261—
Product3-Chloro-6-(3-methyl-5-chloro-1-pyrazolyl)-pyridazineHCID 12562830—

Reaction Conditions

Temperature0 °C

Reaction Steps

To the mixture of 12.6 /0.04 moles/ of 3-chloro-6-(3-methyl-5-hydroxy-1-pyrazolyl)-pyridazine and 48 ml of phosphorus oxychloride, 7.28 g /0.04 moles/ of dimethyl aniline are dropped under stirring at 0° C. during half an hour, then the reaction mixture is stirred at room temperature for one hour and at boiling temperature for 2 hours. Excess of the phosphorus oxychloride is evaporated under reduced pressure, then the residue is poured into water and set aside overnight. The separated precipitate is filtered, washed with water and dried. Yield: 10.5 g (93%); m.p.: 123°-126° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04224325
Source datasetuspto-grants-1980_09
ORD IDord-eef4ce6b3b1249df9a4b9ff555de8d47
Source noteuspto-grants-1980_09