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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858036Generated: October 30, 2026

Hydrochloric Acid → 6-amino-3-(2-fluoro-benzyl)-5-nitroso-1H-pyrimidine-2,4-dione

https://huagongshe.com/reaction/858036

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAmmonium HydroxideHCID 14923—
ReactantSodium NitriteHCID 23668193—
Reactant6-amino-3-(2-fluorobenzyl)pyrimidine-2,4(1H,3H)-dioneHCID 45497363—
SolventWaterHCID 962—
Product6-amino-3-(2-fluoro-benzyl)-5-nitroso-1H-pyrimidine-2,4-dioneHCID 5876283592.1%

Reaction Conditions

Temperature25 °C

Reaction Steps

A mixture of 6-amino-3-(2-fluoro-benzyl)-1H-pyrimidine-2,4-dione (2.4 g, 10.6 mmol) in a 1.0N aqueous hydrochloric acid solution at 25° C. was treated with a solution of sodium nitrite (0.95 g, 13.78 mmol) in water (10 mL). The mixture was stirred at 25° C. for 3 h. At this time, the reaction was brought to pH=5 through treatment with a 1.0N aqueous ammonium hydroxide solution. The resulting solid was collected by filtration and washed with cold water to afford 6-amino-3-(2-fluoro-benzyl)-5-nitroso-1H-pyrimidine-2,4-dione (2.58 g, 92%); LRMS for C11H9FN4O3 (M+H)+ at m/z=265.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148229B2
Source datasetuspto-grants-2006_12
ORD IDord-0e1850f463e747ef9295ac804a1a495a
Source noteuspto-grants-2006_12