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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1647270Generated: October 30, 2026

Anthranilic Acid → Quinazoline

https://huagongshe.com/reaction/1647270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnthranilic AcidHCID 227—
ReactantHydrochloric AcidHCID 313—
ReactantPhosgeneHCID 6371—
ReactantTriphosgeneHCID 94429—
ReactantHCID 59777126HCID 59777126—
SolventMethanolHCID 887—
ProductQuinazolineHCID 9210—
ProductChloroformamidinium chlorideHCID 3084509—

Reaction Steps

treating the acetylanthranil compound of step (4) with MeOH, followed by hydrochloric acid, to obtain a compound of the formula: ##STR46## (5a') treating the anthranilic acid of step (3) with phosgene or triphosgene to form a compound of the formula: ##STR47## which is further treated with methanol; (5b) reacting the product of step (5a) or (5a') with chloroformamidine hydrochloride to obtain a quinazoline compound of the formula: ##STR48## then subjecting the resulting quinazoline compound to a displacement reaction as set forth in step (6) discussed above to obtain a compound according to formula I.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05430148
Source datasetuspto-grants-1995_07
ORD IDord-a70c178e542c46ef9e139e5f945c7f70
Source noteuspto-grants-1995_07