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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 614309Generated: October 25, 2026

Dimethylcarbamoyl Chloride → N,N-Dimethyl-N'-(2-diisopropylaminoethyl)-N'-(4,6-dimethyl-2-pyrimidinyl)urea

https://huagongshe.com/reaction/614309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylcarbamoyl ChlorideHCID 6598—
ReactantSodium HydroxideHCID 14798—
ReactantSodium hydrideHCID 24758—
Reactant2-(2-Diisopropylaminoethylamino)-4,6-dimethylpyrimidineHCID 23349900—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductN,N-Dimethyl-N'-(2-diisopropylaminoethyl)-N'-(4,6-dimethyl-2-pyrimidinyl)ureaHCID 23349935—

Reaction Steps

A mixture of 2-(2-diisopropylaminoethylamino)-4,6-dimethyl pyrimidine (17.0 g. 0.068 mole) and sodium hydride (50% in mineral oil) (4.19 g., 0.86 mole) in 175 ml. of dry toluene is stirred under nitrogen at 85°-95° C. for one half hour and then heated under reflux for one half hour. Dimethylcarbamoyl chloride (8.6 g., 0.08 mole) is added and heating under reflux is continued for twenty-four hours. The reaction is cooled and ethanol (10 ml) and sodium hydroxide (75 ml., 3.3N) are added. The aqueous layer is extracted with methylene chloride and the extracts are dried over sodium sulfate and concentrated to an oil. The oil is distilled at 0.5 mm of Hg and the product boiling at 155°-158° C. is collected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04144338
Source datasetuspto-grants-1979_03
ORD IDord-be99f3725c9c40ef95ab262a4532cb9d
Source noteuspto-grants-1979_03