Oxalyl chloride → 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonyl chloride

HRID 645519Notes

Reaction equation

HRID 645519 reaction equation
[Cl:1][C:2]1[C:7]([C:8](O)=[O:9])=[C:6]([Cl:11])[N:5]=[C:4]([S:12][CH3:13])[N:3]=1.C(Cl)(=O)C([Cl:17])=O>C(Cl)Cl.CN(C=O)C>[Cl:1][C:2]1[C:7]([C:8]([Cl:17])=[O:9])=[C:6]([Cl:11])[N:5]=[C:4]([S:12][CH3:13])[N:3]=1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 220535774,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid

Product 1

HCID 726991444,6-Dichloro-2-(methylthio)pyrimidine-5-carbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a suspension of 4,6-dichloro-2-methylsulfanylpyrimidine-5-carboxylic acid (2.1 mmol) in CH2Cl2 (20 mL) are added oxalyl chloride (4.2 mmol) and one drop of DMF at 0° C. After stirred at room temperature for 3 h under N2 atmosphere, the reaction mixture is concentrated and dried in vacuo, to give 4,6-dichloro-2-methylsulfanylpyrimidine-5-carbonyl chloride as a yellow crystal.

Workup

  1. concentrationthe reaction mixture is concentrated
  2. customdried in vacuo

Sources & evidence

ORD record
ord-a338603f0efd42afabea2aec41bfb537
Source dataset
uspto-grants-2010_04
Patent number
US07704996B2

Reaction notes

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