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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1417710Generated: November 2, 2026

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

https://huagongshe.com/reaction/1417710

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 (2.57 mL, 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 numberUS05877318
Source datasetuspto-grants-1999_03
ORD IDord-4beba64bf2244ce6b9ff5a9810fe865a
Source noteuspto-grants-1999_03