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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 703113Generated: October 29, 2026

Acetic Acid → 2,4(1H,3H)-Pyrimidinedione, 6-amino-1-methyl-5-nitroso-3-propyl-

https://huagongshe.com/reaction/703113

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantUracil, 6-amino-1-methyl-3-propyl-HCID 116087—
ReactantSodium NitriteHCID 23668193—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2,4(1H,3H)-Pyrimidinedione, 6-amino-1-methyl-5-nitroso-3-propyl-HCID 1084619680%

Reaction Steps

6-Amino-1-methyl-3-propyl-2,4(1H,3H)pyrimidinedione (V. Papesch and E. F. Schroeder, J. Org. Chem. 1951, 16, 1879) (5.53 g, 27.5 mmol) was dissolved in hot 95% ethanol (20 ml)-water (120 ml). Sodium nitrite (2.32 g) and glacial acetic acid (2.4 ml) were added. The resulting mixture was allowed to cool to room temperature. Orange-pink crystals were filtered off and dried at 50° C. under vacuum to give purple crystals of 6-amino-1-methyl-5-nitroso-3-propyl-2,4 (1H,3H)-pyrimidinedione (2.92 g, 80%); mp 250° dec. Analysis for (C8H12N4O3): C,45.28; H,5.70; N,26.40. Found: C,45.12; H,5.74; N,26.34.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04981857
Source datasetuspto-grants-1991_01
ORD IDord-6507e078171c47ff8a0d87c74c802903
Source noteuspto-grants-1991_01