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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2258471Generated: November 3, 2026

Acetic Acid → 6-Amino-3-methyl-5-nitroso-1-phenylpyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/2258471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
Reactant6-Amino-3-methyl-1-phenylpyrimidine-2,4(1H,3H)-dioneHCID 1649256—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
Product6-Amino-3-methyl-5-nitroso-1-phenylpyrimidine-2,4(1H,3H)-dioneHCID 1270626699.3%

Reaction Steps

The obtained 6-amino-3-methyl-1-phenyluracil (24 g, 0.11M) and NaOH (2.8 g, 70 mM) were dissolved in 110 ml of water. To the resulting solution was added dropwise an aqueous solution of sodium nitrite (9.5 g/80 ml). Acetic acid (13 ml) was then added dropwise at 0° C. and the mixture was brought to room temperature, followed by stirring for 2 hours. A precipitated solid product was obtained by filtration. The solid product was washed successively with water and methanol and dried to yield 6-amino-3-methyl-5-nitroso-1-phenyluracil (yield: 27 g, or 99% based on 6-amino-3-methyl-1-phenyluracil).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05661153
Source datasetuspto-grants-1997_08
ORD IDord-749580c4ed5446eba1aae9dfa34d8a4b
Source noteuspto-grants-1997_08