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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1719937Generated: October 26, 2026

4-Aminoquinazoline → Dimethyl [(4-quinazolinylamino)methylene]propanedioate

https://huagongshe.com/reaction/1719937

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AminoquinazolineHCID 84759—
ReactantDimethyl methoxymethylenemalonateHCID 90770—
SolventDimethylformamideHCID 6228—
ProductDimethyl [(4-quinazolinylamino)methylene]propanedioateHCID 8673882092.4%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 4-aminoquinazoline (7.27 g) and dimethyl methoxymethylenepropanedioate (9.6 g) in N,N-dimethylformamide (35 ml) was stirred for 2 hours at 150° C. The reaction mixture was cooled to ambient temperature and poured into ice-water to give crystals, which were separated by filtration, washed with water and dried at ambient temperature to give a mixture (13.3 g) of dimethyl [(4-quinazolinylamino)methylene]propanedioate and methyl 4-oxo-4H-pyrimido[1,2-c]quinazoline-3-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04543356
Source datasetuspto-grants-1985_09
ORD IDord-bb547cbed0a54f718110a1475353f5e4
Source noteuspto-grants-1985_09