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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275331Generated: October 28, 2026

Benzaldehyde → 6-Amino-3-methyl-5-(phenylmethyleneamino)pyrimidine-2,4-dione

https://huagongshe.com/reaction/275331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantSodium HydroxideHCID 14798—
Reactant6-Amino-3-methyl-5-nitroso-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 3247720—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
Product6-Amino-3-methyl-5-(phenylmethyleneamino)pyrimidine-2,4-dioneHCID 12635933—

Reaction Steps

6-amino-3-methyl-5-nitrosopyrimidine-2,4-dione (37.5 g=0.22 mol) with 10% palladium on carbon (Pd/C) (1.9 g) and 25% NaOH (25 ml) in 0.75L water. Hydrogenate at 50 psi for 3 hr, filter through Celite, and dilute to 1.5L with water. Adjust to pH 4.5 with HOAc and add benzaldehyde (35 g=0.34 mol). Add 0.5 kg ice, collect the solid, wash with water, then acetonitrile, and dry to give the title compound as a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05393755
Source datasetuspto-grants-1995_02
ORD IDord-f928af98490e40b0831fcfb9f019df66
Source noteuspto-grants-1995_02