4-Toluenesulfonyl chloride → HCID 70535630, compound

HRID 258990Notes

Reaction equation

HRID 258990 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N+:7]=1[O-:12].[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19](Cl)(=[O:21])=[O:20])=[CH:15][CH:14]=1>O>[C:13]1([CH3:23])[CH:18]=[CH:17][C:16]([S:19]([NH:2][CH2:3][CH2:4][S:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][N+:7]=2[O-:12])(=[O:21])=[O:20])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 73974-Toluenesulfonyl chlorideHCID 70532423HCID 70532423, compound

Product 1

HCID 70535630HCID 70535630, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 4.12 g of 2-β-aminoethylthio pyridine N-oxide hydrochloride in 60 cc of water, there are added 4 cc of 5N soda, then 3.8 g of p-toluenesulfonyl chloride. The mixture is agitated for 5 hours at ambient temperature. The pH is maintained at 9.5 by the addition of normal soda. The precipitate is filtered and crystallized in aqueous ethanol. Yield = 88%. Fusion point: 201° C.

Workup

  1. temperatureThe pH is maintained at 9.5 by the addition of normal soda
  2. filtrationThe precipitate is filtered
  3. customcrystallized in aqueous ethanol
  4. custom201° C.

Sources & evidence

ORD record
ord-afbb1e4b737f41058f3bb8bef50eb30e
Source dataset
uspto-grants-1977_07
Patent number
US04035492

Reaction notes

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