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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 399425Generated: October 30, 2026

Dimethylformamide → 6-amino-5-formyl-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedione

https://huagongshe.com/reaction/399425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant6-Amino-3-methyl-1-phenylpyrimidine-2,4(1H,3H)-dioneHCID 1649256—
SolventWaterHCID 962—
Product6-amino-5-formyl-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedioneHCID 1313405875%

Reaction Steps

6-Amino-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedione (5.00 g, 23 mmol) was suspended in dimethylformamide (77 ml). To the resultant suspension was added phosphorus oxychloride (2.57mL,27.6 mmol), and the resultant mixture was reacted at 60° C. for 3 h. The reaction mixture was diluted with water, and adjusted to ca. pH 12 with sodium hydroxide. The precipitates formed in the reaction mixture was filtered to give a crude product. The crude product was recrystallized from a mixture of ethanol, ethyl acetate and water to give an aldehyde, 6-amino-5-formyl-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedione (yield 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05821247
Source datasetuspto-grants-1998_10
ORD IDord-8ebc00cef70a454ebafc46b4e34bbb47
Source noteuspto-grants-1998_10