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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1906528Generated: October 31, 2026

N,N-Diethylaniline → 2-(4-tert-butylphenyl)-7-chloro-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one

https://huagongshe.com/reaction/1906528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DiethylanilineHCID 7061—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-(4-tert-butylphenyl)-7-hydroxy-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-oneHCID 135802451—
Product2-(4-tert-butylphenyl)-7-chloro-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-oneHCID 13591834—

Reaction Steps

6.0 g of 2-(4-tert-butylphenyl)-7-hydroxy-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one was added to a mixture of 25 ml of phosphorus oxychloride and 4 ml of diethylaniline, and the resulting mixture was heated at a temperature of 70° to 80° C. for 2 hours. After cooling, the precipitate formed was filtered, washed successively with water, isopropanol and diethyl ether to obtain 4.3 g of 2-(4-tert-butylphenyl)-7-chloro-6-nitro-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one as crystals having a melting point of 245° to 248° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04652646
Source datasetuspto-grants-1987_03
ORD IDord-3bee438ad1ee4bb59939b956547740ef
Source noteuspto-grants-1987_03