Pyridine → Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)

HRID 1769850Notes

Reaction equation

HRID 1769850 reaction equation
O.[C:2]1([CH3:12])[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[N:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[C:2]1([CH3:12])[CH:3]=[CH:4][C:5]([S:8]([O-:11])(=[O:9])=[O:10])=[CH:6][CH:7]=1.[NH+:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 1049PyridineHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)

Procedure

The pyridinium p-toluenesulfonate was prepared by swirling 17.1 g (90 mmoles) of p-toluenesulfonic acid monohydrate with 36 ml (450 mmoles) of pyridine at ambient temperature in a 100-ml round-bottomed flask for 20 minutes. Excess pyridine was removed in a rotary evaporator. White crystals formed which were dried in a vacuum oven overnight at 80°. The yield was 21 g (84%), m.p. 120°.

Workup

  1. customat ambient temperature
  2. customfor 20 minutes
  3. customExcess pyridine was removed in a rotary evaporator
  4. customWhite crystals formed which
  5. customwere dried in a vacuum oven overnight at 80°

Sources & evidence

ORD record
ord-2868c1c341aa48cfa801a46c04174434
Source dataset
uspto-grants-1995_01
Patent number
US05382703

Reaction notes

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