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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1418980Generated: November 1, 2026

Anthranilic Acid → Quinazoline

https://huagongshe.com/reaction/1418980

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## , or (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 numberUS05885996
Source datasetuspto-grants-1999_03
ORD IDord-884515c5adbd4d18b27678c8abf78e75
Source noteuspto-grants-1999_03