Chlorosulfonic acid → HCID 19068779, compound

HRID 1957245Notes

Reaction equation

HRID 1957245 reaction equation
[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[Cl:19][S:20](O)(=[O:22])=[O:21]>>[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([S:20]([Cl:19])(=[O:22])=[O:21])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:10])([F:11])[F:9])[CH:7]=1

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 19068737HCID 19068737, compound

Product 1

HCID 19068779HCID 19068779, compound

Procedure

40.0 g (0.137 mol) of 3-chloro-2-(4-chlorophenyl)-5-trifluoromethylpyridine (see above for preparation) were added in portions to 75 ml of chlorosulfonic acid while stirring and cooling in ice. After the addition was complete, the mixture was stirred at 130° C. for four hours. The cooled mixture was cautiously poured into ice-water which was then extracted three times with methylene chloride. The combined organic phases were dried over sodium sulfate and concentrated. Yield: 45.0 g (84%) of a dark oil.

Workup

  1. temperaturecooling in ice
  2. additionAfter the addition
  3. stirringthe mixture was stirred at 130° C. for four hours
  4. extractionwas then extracted three times with methylene chloride
  5. dry with materialThe combined organic phases were dried over sodium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-7726c6c1c43b44669ef230a9b556d61a
Source dataset
uspto-grants-1998_07
Patent number
US05783522

Reaction notes

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