Methyl fluorosulfate → 3-(4-Chlorophenyl)-4-methoxy-1-methyl-5-(3-trifluoromethylphenyl)pyridinium fluorosulfonate

HRID 1856110Notes

Reaction equation

HRID 1856110 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:13](=[O:14])[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=3)=[CH:11][N:10]([CH3:25])[CH:9]=2)=[CH:4][CH:3]=1.[F:26][S:27]([O:30][CH3:31])(=[O:29])=[O:28]>C(Cl)(Cl)Cl>[F:26][S:27]([O-:30])(=[O:29])=[O:28].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[N+:10]([CH3:25])[CH:11]=[C:12]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:22])[F:23])[CH:16]=3)[C:13]=2[O:14][CH3:31])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 9870Methyl fluorosulfateHCID 12879239HCID 12879239, compound

Product 1

HCID 867366973-(4-Chlorophenyl)-4-methoxy-1-methyl-5-(3-trifluoromethylphenyl)pyridinium fluorosulfonate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 2.0 g. of 3-(4-chlorophenyl)-1-methyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridinone in 15 ml. of chloroform was added 5.0 ml. of methyl fluorosulfonate and the mixture was allowed to stand at room temperature for 2 days. The solvent was removed in vacuo and the residue was dissolved in chloroform and the solution washed with water. The chloroform was removed and the residue was crystallized from chloroform-hexane to obtain 0.4 g. of product, m.p. 224°-227°.

Workup

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in chloroform
  3. washthe solution washed with water
  4. customThe chloroform was removed
  5. customthe residue was crystallized from chloroform-hexane
  6. customto obtain 0.4 g

Sources & evidence

ORD record
ord-b5a3bc766caf46a3a97062688c7780f9
Source dataset
uspto-grants-1980_08
Patent number
US04218238

Reaction notes

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