Acetophenone → HCID 12237651, compound

HRID 261827Notes

Reaction equation

HRID 261827 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1.[C:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=O)[CH3:10]>C1(C)C=CC=CC=1>[CH3:10][C:9](=[N:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][CH:3]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 7410AcetophenoneHCID 7813p-Toluidine

Product 1

HCID 12237651HCID 12237651, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

p-Toluidine (0.20 mole), acetophenone (0.20 mole), and IRC-50 (weakly acidic) ion exchange resin (0.5 g.) are azeotropically refluxed in toluene (150 cc). The required amount of water is removed after 3 hrs. The solvent is removed on the rotary, and the residue is distilled under reduced pressure to give N-(methylbenzylidene)-p-toluidine. b.p. 129°-37° C./0.05 mm.

Workup

  1. customThe required amount of water is removed after 3 hrs
  2. customThe solvent is removed on the rotary, and the residue
  3. distillationis distilled under reduced pressure

Sources & evidence

ORD record
ord-e473b4fd83274977925ba6e45cf288a0
Source dataset
uspto-grants-1979_05
Patent number
US04152452

Reaction notes

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