Thionyl Chloride → 5-Chloromethyl-4-methoxy-6-trifluoromethylpyrimidine

HRID 1172133Notes

Reaction equation

HRID 1172133 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][O:6][C:7]1[C:12]([CH2:13]O)=[C:11]([C:15]([F:18])([F:17])[F:16])[N:10]=[CH:9][N:8]=1>>[Cl:3][CH2:13][C:12]1[C:7]([O:6][CH3:5])=[N:8][CH:9]=[N:10][C:11]=1[C:15]([F:18])([F:17])[F:16]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 17862874(4-Methoxy-6-trifluoromethylpyrimidin-5-yl)-methanol

Product 1

HCID 178629155-Chloromethyl-4-methoxy-6-trifluoromethylpyrimidineYield 98.3%

Procedure

1.19 g (10.1 mmoles) of thionyl chloride was added, at room temperature, to a solution of 0.42 g (2.02 mmoles) of (4-methoxy-6-trifluoromethylpyrimidin-5-yl)-methanol. The mixture was stirred for 3 hours to give rise to a reaction. After confirmation of the completion of the reaction, the reaction mixture was subjected to vacuum distillation to remove the solvent contained therein, to obtain 0.45 g (yield: quantitative) of 5-chloromethyl-4-methoxy-6-trifluoromethylpyrimidine.

Workup

  1. customto give rise
  2. customto a reaction
  3. customAfter confirmation of the completion of the reaction
  4. distillationthe reaction mixture was subjected to vacuum distillation
  5. customto remove the solvent

Sources & evidence

ORD record
ord-0fec67e81af949879ab8a5d41ec983cc
Source dataset
uspto-grants-2010_11
Patent number
US07833939B2

Reaction notes

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