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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442336Generated: October 27, 2026

Hydrochloric Acid → Ethyl 6-benzyloxycarbonylamino-4-hydroxycinnolin-3-yl carboxylate

https://huagongshe.com/reaction/442336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBenzyl chloroformateHCID 10387—
ReactantHCID 178470447HCID 178470447—
SolventPyridineHCID 1049—
ProductEthyl 6-benzyloxycarbonylamino-4-hydroxycinnolin-3-yl carboxylateHCID 178470452—

Reaction Conditions

Temperature100 °C

Reaction Steps

Benzyl chloroformate (7.5 g.) was added to a stirred solution of ethyl 6-amino-4-hydroxycinnolin-3-yl carboxylate (4.66 g.) in pyridine (75 ml.). The solution was stirred for 18 hours at room temperature and for 2 hours at 100° C. The solution was cooled and was poured onto a mixture of ice (500 g.) and 5N-hydrochloric acid (200 ml.). The pale solid which was precipitated was filtered off, washed with water, and recrystallised from a mixture of ethanol and water to give ethyl 6-benzyloxycarbonylamino-4-hydroxycinnolin-3-yl carboxylate, m.p. 250°-252° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04045439
Source datasetuspto-grants-1977_08
ORD IDord-fde9f7cc143546298b8aeb8cde34c6ec
Source noteuspto-grants-1977_08