p-Toluenesulfonic acid → HCID 21852618, compound

HRID 1586343Notes

Reaction equation

HRID 1586343 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:11]1([CH3:21])[CH:16]=[CH:15][C:14]([S:17]([OH:20])(=[O:19])=[O:18])=[CH:13][CH:12]=1>CC(C)=O>[C:11]1([CH3:21])[CH:12]=[CH:13][C:14]([S:17]([O-:20])(=[O:18])=[O:19])=[CH:15][CH:16]=1.[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH3+:8])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 74754-Nitroaniline

Product 1

HCID 21852618HCID 21852618, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To a solution of 1.38 g (0.01 mole) p-nitroaniline in 10 mL of acetone was added a solution of p-toluenesulfonic acid (2.375 g, 0.0125 mole) in 10 mL of acetone at room temperature. After stirring for 1 hour at room temperature, the reaction mixture was cooled to 5° C. and the product was isolated by filtration. The yield was 2.49 g (80% of theory) of a pale yellow solid.

Workup

  1. temperaturethe reaction mixture was cooled to 5° C.
  2. customthe product was isolated by filtration

Sources & evidence

ORD record
ord-2a385c9309184e879447669a966206fd
Source dataset
uspto-grants-1999_08
Patent number
US05945374

Reaction notes

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