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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2258484Generated: October 30, 2026

Urea → Monomethylmonuron

https://huagongshe.com/reaction/2258484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
ReactantMethylamineHCID 6329—
Reactant4-Chlorophenyl IsocyanateHCID 7693—
ReactantCyanoacetic acidHCID 9740—
Reactant6-amino-1-(4-chlorophenyl)-3-methylpyrimidine-2,4(1h,3h)-dioneHCID 251399—
ReactantHCID 11737217HCID 11737217—
ReactantSodium NitriteHCID 23668193—
ReactantHCID 178418361HCID 178418361—
ProductMonomethylmonuronHCID 79309—

Reaction Steps

N-Methyl-N'-(4-chlorophenyl)urea was prepared preliminarily from 4-chlorophenyl isocyanate and methylamine by the same procedure as in Reference Example 1. The urea compound as the starting material was reacted with cyanoacetic acid to form a uracil ring. Using sodium nitrite a nitroso group was introduced into the 5-position of the uracil ring in the obtained 6-amino-1-(4-chlorophenyl)-3-methyluracil and then reduced with hydrogen gas to prepare 1-(4-chlorophenyl)-5,6-diamino-3-methyluracil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05661153
Source datasetuspto-grants-1997_08
ORD IDord-cb4d7118b0b64e86bc6874208b9d63f6
Source noteuspto-grants-1997_08