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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1246238Generated: October 26, 2026

6-Amino-1-ethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione → 6-Amino-1-ethyl-5-nitroso-1,3-dihydropyrimidine-2,4-dione

https://huagongshe.com/reaction/1246238

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Amino-1-ethyl-1,2,3,4-tetrahydropyrimidine-2,4-dioneHCID 853899—
ReactantSodium NitriteHCID 23668193—
SolventAcetic acid--water (1/1)HCID 21899381—
Product6-Amino-1-ethyl-5-nitroso-1,3-dihydropyrimidine-2,4-dioneHCID 300509—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 6-amino-1-ethyl-1,3-dihydropyrimidine-2,4-dione (5.0 g, 32.3 mmol) in a mixture of 50% acetic acid/water (50 ml) at 70° C. was added sodium nitrite (4.45 g, 64.5 mmol) in portions over a period of 30 minutes. The mixture was stirred at 70° C. for a further 30 minutes. The reaction mixture was cooled, and the precipitate filtered off, and washed with water, then methanol, to provide 6-amino-1-ethyl-5-nitroso-1,3-dihydropyrimidine-2,4-dione, a compound of formula (14).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07125993B2
Source datasetuspto-grants-2006_10
ORD IDord-d066232fd10a406889a054d3badc1182
Source noteuspto-grants-2006_10