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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046981Generated: November 3, 2026

N,N-Dimethylaniline → 4-Chloro-3-methyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidine

https://huagongshe.com/reaction/2046981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178503516HCID 178503516—
Product4-Chloro-3-methyl-6-(methylthio)-1H-pyrazolo[3,4-d]pyrimidineHCID 178503468—

Reaction Steps

To 40 mL of phosphorus oxychloride and 3 mL. of dimethylaniline is added 2.2 g of crude 4-hydroxy-3-methyl-6-methylmercaptopyrazolo[3,4-d]pyrimidine. The solution was refluxed for 30-60 minutes when all the solid had dissolved. The excess phosphorus was removed under reduced pressure. The residue was poured with vigorous stirring onto a mixture of ice water. After ten minutes, the aqueous solution was extracted with ether. The ether solution was washed with cold water and dried with anhydrous sodium sulfate. The product was obtained after filtering and removing ether under reduced pressure. 215.0 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592432B2
Source datasetuspto-grants-2013_11
ORD IDord-ae1b6af8874c47dcb9a088a4653797f1
Source noteuspto-grants-2013_11