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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801700Generated: October 27, 2026

Acetic Anhydride → 6-Amino-1,3-diethyl-2,4(1H,3H)-pyrimidinedione

https://huagongshe.com/reaction/1801700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantCyanoacetic acidHCID 9740—
Reactantsym-DiethylureaHCID 12194—
Product6-Amino-1,3-diethyl-2,4(1H,3H)-pyrimidinedioneHCID 603026—

Reaction Steps

12.69 grams (0.14 mol) of diethylurea and 11.90 grams (0.14 mol) of cyanoacetic acid were heated in acetic anhydride at 60° C. for 3 hours, under dry atmosphere. Thereafter, the acetic anhydride and remaining cyanoacetic acid were evaporated, 5% sodium hydroxide was added and the mixture was stirred and cooled. 20 grams of 6-amino-1,3-diethyluracil were obtained as a precipitate. 11.8 grams of sodium nitrite in 70 ml water were then added while cooling and stirring and the solution was then acidified by adding 70 ml acetic acid. The mixture was stirred at room temperature for additional 2.5 hours. The resulting precipitate was filtered, washed with water, ethanol and finally ether so afford 10.1 grams of 6-amino-1,3-diethyl-5-nitrosouracil, as a violet product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349850B2
Source datasetuspto-grants-2013_01
ORD IDord-d55a39443cf44571ac47234f37a97010
Source noteuspto-grants-2013_01