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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789580Generated: October 29, 2026

Acetic Anhydride → 2-(Acetylamino)-3,6-dihydro-4-methyl-6-(3-nitrophenyl)-1,5(2H)-pyrimidinedicarboxylic acid, diethyl ester

https://huagongshe.com/reaction/1789580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant2-Amino-4-methyl-6-(3-nitrophenyl)-1,5(6H)-pyrimidinedicarboxylic acid, diethyl esterHCID 13957269—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product2-(Acetylamino)-3,6-dihydro-4-methyl-6-(3-nitrophenyl)-1,5(2H)-pyrimidinedicarboxylic acid, diethyl esterHCID 13957271—

Reaction Steps

A suspension of 2-amino-4-methyl-6-(3-nitrophenyl)-1,5(6H)-pyrimidinedicarboxylic acid, diethyl ester (550 mg, 1.46 mmoles, see Example 2) in dichloromethane (5.0 ml) and pyridine (0.5 ml) was treated with acetic anhydride (0.3 ml) and the reaction was allowed to stir at room temperature for 1 hour. The colorless reaction mixture was diluted with ethyl acetate and was washed with 5% citric acid, sodium bicarbonate solution and brine. It was dried over anhydrous magnesium sulfate and evaporated to provide a colorless foam. Crystallization from ether-hexanes provided the title compound as a colorless solid, melting point 154.5°-156° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04689414
Source datasetuspto-grants-1987_08
ORD IDord-99317e12e9e34e248ca2fd650b9d5d3c
Source noteuspto-grants-1987_08