Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915003Generated: November 1, 2026

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

https://huagongshe.com/reaction/1915003

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 numberUS08614319B2
Source datasetuspto-grants-2013_12
ORD IDord-b7112e960ac74f43a31fadc2dd1ebe02
Source noteuspto-grants-2013_12