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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1704813Generated: October 29, 2026

Acetic Acid → 4-Oxo-4H-pyrimido[2,1-a]isoquinoline-3-carboxylic Acid

https://huagongshe.com/reaction/1704813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactantethyl 4-imino-4H-pyrimido[2,1-a]isoquinoline-3-carboxylateHCID 22758844—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Product4-Oxo-4H-pyrimido[2,1-a]isoquinoline-3-carboxylic AcidHCID 22758827—

Reaction Steps

A solution of ethyl 4-imino-4H-pyrimido[2,1-a]isoquinoline-3-carboxylate (1.0 g.) in acetic acid (20 ml.) and 37% hydrochloric acid (20 ml.) was refluxed for 35 minutes. The solution was cooled and diluted with H2O to precipitate the crude acid (760 mg.), m.p. 219°-231° (prior softening). Recrystallized material (2-methoxyethanol) and a m.p. of 249°-252° and mixed melting point of 252°-255° with product from Example 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04127720
Source datasetuspto-grants-1978_11
ORD IDord-c73e0f591eed410db64987fb6f9e5957
Source noteuspto-grants-1978_11