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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2288660Generated: October 31, 2026

6-Amino-1-(4-chloro-benzyl)-1H-pyrimidine-2,4-dione → 6-Amino-1-[(4-chlorophenyl)methyl]-5-nitroso-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/2288660

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Amino-1-(4-chloro-benzyl)-1H-pyrimidine-2,4-dioneHCID 1526620—
ReactantSodium NitriteHCID 23668193—
SolventAcetic AcidHCID 176—
Product6-Amino-1-[(4-chlorophenyl)methyl]-5-nitroso-2,4(1H,3H)-pyrimidinedioneHCID 18432827—

Reaction Conditions

Temperature70 °C

Reaction Steps

157.6 ml of 4N sodium nitrite was added over 45 minutes to a suspension of 165 g of 6-amino-1-(4-chlorobenzyl)-uracil in 825 ml of acetic acid at 65-70° C. After a further 15 minutes at 70° C. the reaction mixture was cooled to room temperature, the pink solid collected and washed with 80% acetic acid and water to give the title compound (150.9 g) mp >320° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06090816
Source datasetuspto-grants-2000_07
ORD IDord-b20558b7e5bd47aabf9fcbe355bc55a1
Source noteuspto-grants-2000_07