Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14345Generated: October 27, 2026

Sodium Hydroxide → 4-Chloro-6-methyl-2-(propan-2-yl)pyrimidine

https://huagongshe.com/reaction/14345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178419104HCID 178419104—
SolventTolueneHCID 1140—
Product4-Chloro-6-methyl-2-(propan-2-yl)pyrimidineHCID 3306907—

Reaction Conditions

Temperature110 °C

Reaction Steps

76.1 g of 2-isopropyl-6-methyl-4-pyrimidinol [2814-20-2] (500 mmol) are dissolved in 300 ml of toluene at 90° C. 80.5 g of phosphorus oxychloride (525 mmol) are added dropwise thereto at from 90 to 103° C., and the reaction mixture is heated at 110° C. for 2 hours. After cooling to 20° C., the reaction mixture is adjusted to pH 8 using 4M sodium hydroxide solution, with cooling. The aqueous phase is separated off and extracted with 100 ml of toluene. The combined organic phases are washed three times with 100 ml of water each time and dried at RT under 2 mbar. 89.7 g (105%; contains toluene) are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07731985B2
Source datasetuspto-grants-2010_06
ORD IDord-c1733baf1fbe4d7cba07485c4f3375fa
Source noteuspto-grants-2010_06