Pyridine → 3-(Trifluoromethyl)benzenesulfonyl chloride

HRID 1881688Notes

Reaction equation

HRID 1881688 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4](C)[C:3]=1[S:9]([Cl:12])(=[O:11])=[O:10].[F:13][C:14]([F:26])([F:25])C1C=CC=CC=1S(Cl)(=O)=O.N1C=CC=CC=1.C(Cl)Cl>O>[F:13][C:14]([F:26])([F:25])[C:5]1[CH:4]=[C:3]([S:9]([Cl:12])(=[O:10])=[O:11])[CH:2]=[CH:7][CH:6]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 1366162-Trifluoromethylbenzenesulphonyl chlorideHCID 157253702-Chloro-6-methylbenzene-1-sulfonyl chloride

Product 1

HCID 27332503-(Trifluoromethyl)benzenesulfonyl chloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Chloro-6-methylbenzenesulfonyl chloride (8, 7.82 g, 34.8 mmol) was added to a solution of 7 (8.83 g, 31.6 mmol) in pyridine (7.67 ml, 95.0 mmol) and the reaction mixture was stirred at room temperature overnight. CH2Cl2 and H2O were added to the reaction mixture and the organic phase was separated, washed with water and sat. NaCl solution, dried over Na2SO4 and concentrated to obtain the product 9, which was employed directly as such in the next stage.

Workup

  1. customthe organic phase was separated
  2. washwashed with water and sat. NaCl solution
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-95cbadb8c3bb41a2be08fd8d9b9cf1ad
Source dataset
uspto-grants-2012_11
Patent number
US08318769B2

Reaction notes

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