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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1973876Generated: October 31, 2026

Dimethylformamide → 4-Chloro-2-(thiophen-2-yl)quinazoline

https://huagongshe.com/reaction/1973876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant2-(2-Thienyl)-4(3H)-quinazolinoneHCID 135415499—
Product4-Chloro-2-(thiophen-2-yl)quinazolineHCID 2090994—

Reaction Steps

To a stirred suspension of 22.8 g of 2-(2-thienyl)-quinazolin-4(3H)-one in 200 ml of thionyl chloride was added in small quantities 7.3 g of dimethylformamide. The mixture was stirred for 2 hours, then poured into 2 liters of ice. The yellow solid was recrystallized three times from cyclohexane to give 16.7 g of 4-chloro-2-(2-thienyl)-quinazoline, m.p. 121.5°-123°; ir and nmr spectra were consistent with the assigned structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03998951
Source datasetuspto-grants-1976_12
ORD IDord-c2320904830148d48e4330644e192a37
Source noteuspto-grants-1976_12