Thionyl Chloride → 4-Fluoro-N-methyl-benzimidoyl chloride

HRID 1172747Notes

Reaction equation

HRID 1172747 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][CH3:9])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:14])=O>>[F:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([Cl:14])=[N:8][CH3:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 40742474-fluoro-N-methylbenzamide

Product 1

HCID 866151304-Fluoro-N-methyl-benzimidoyl chloride

Procedure

A suspension of 4-fluoro-N-methyl-benzamide (CAS: 701-49-5, 0.106 g, 0.69 mmol) in thionyl chloride (202 mL, 2.78 mmol) was refluxed for 1 h 30 min. The solvent was removed under reduced pressure, then toluene was added and the solvent was evaporated under reduced pressure to afford a yellow oil used immediately for the next step.

Workup

  1. temperaturewas refluxed for 1 h 30 min
  2. customThe solvent was removed under reduced pressure
  3. additiontoluene was added
  4. customthe solvent was evaporated under reduced pressure
  5. customto afford a yellow oil

Sources & evidence

ORD record
ord-cb76aba1c7d0460b9ef34c45e6f90953
Source dataset
uspto-grants-2010_11
Patent number
US07834035B2

Reaction notes

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