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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449337Generated: October 29, 2026

Phosphorus oxychloride → Methyl 2-amino-4-chloroquinazoline-7-carboxylate

https://huagongshe.com/reaction/449337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantMethyl 2-amino-4-oxo-3,4-dihydroquinazoline-7-carboxylateHCID 136346397—
ProductMethyl 2-amino-4-chloroquinazoline-7-carboxylateHCID 5949664692.3%

Reaction Steps

A solution of methyl 2-amino-4-oxo-3,4-dihydroquinazoline-7-carboxylate (500 mg, 2.28 mmol) and phosphoryl chloride (4 mL, 42.9 mmol) was stirred at 110° C. for 6 h. The starting material was consumed and the reaction mixture was concentrated to give the crude product (500 mg, 92.2%) as an oil. 1H NMR (300 MHz, DMSO) δ 3.9 (s, 3H), 7.79 (dd, 1H), 8.05 (d, 1H), 8.13 (d, 1H); Analytic LCMS (M+H)+: m/z=238.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481732B2
Source datasetuspto-grants-2013_07
ORD IDord-1e9676d3372f4425b5fa3701bb112f1b
Source noteuspto-grants-2013_07