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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766058Generated: November 4, 2026

N,N-Dimethylaniline → 4-Chloro-6-(3-methoxyphenyl)-2-(methylthio)pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/1766058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
ReactantWaterHCID 962—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 178489905HCID 178489905—
Solvent1,4-DioxaneHCID 31275—
Product4-Chloro-6-(3-methoxyphenyl)-2-(methylthio)pyrimidine-5-carbonitrileHCID 355810—

Reaction Conditions

Temperature0 °C

Reaction Steps

Phosphorus oxychloride (0.75 ml) was added to a stirred solution of 5-cyano-4-(3-methoxyphenyl)-2-methylthio-6-hydroxy-pyrimidine (example 1a, 305 mg) in dry 1,4-dioxane (1 ml). A drop of N,N-dimethylaniline was added. After 3 h at 80° C., the mixture was cooled to 0° C. in an ice bath and crushed ice was slowly added. After cessation of the exothermic reaction, H2O (3 ml) was added. The solids were collected by filtration and dried in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07229990B2
Source datasetuspto-grants-2007_06
ORD IDord-22c754240dd747dcbd4811bfcc20cd5f
Source noteuspto-grants-2007_06