Thionyl Chloride → 4-Chloro-5-chloroformyl-6-methoxy-2-methylthiopyrimidine

HRID 1352802Notes

Reaction equation

HRID 1352802 reaction equation
[Cl:1][C:2]1[C:7]([C:8](O)=[O:9])=[C:6]([O:11][CH3:12])[N:5]=[C:4]([S:13][CH3:14])[N:3]=1.S(Cl)([Cl:17])=O>>[Cl:1][C:2]1[C:7]([C:8]([Cl:17])=[O:9])=[C:6]([O:11][CH3:12])[N:5]=[C:4]([S:13][CH3:14])[N:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 178483634-Chloro-6-methoxy-2-(methylsulfanyl)pyrimidine-5-carboxylic acid

Product 1

HCID 178482844-Chloro-5-chloroformyl-6-methoxy-2-methylthiopyrimidine

Conditions

Temperature
40 °C

Procedure

A mixture of 4-chloro-5-carboxy-6-methoxy-2-methylthiopyrimidine (prepared in the above (3)) 2.00 g and thionyl chloride 5 ml is stirred at 40° C. for 15 minutes. Thionyl chloride, etc. is distilled off and the solvent is removed with azeotrope with methylene chloride to give 4-chloro-5-chloroformyl-6-methoxy-2-methylthiopyrimidine.

Workup

  1. distillationThionyl chloride, etc. is distilled off
  2. customthe solvent is removed with azeotrope with methylene chloride

Sources & evidence

ORD record
ord-e22c99a56cd4495b801fa3f2c61e9e5b
Source dataset
uspto-grants-2007_05
Patent number
US07220736B2

Reaction notes

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