Benzaldehyde → N'-Benzylidene-4-methylbenzene-1-sulfonohydrazide

HRID 844408Notes

Reaction equation

HRID 844408 reaction equation
[C:1]1([CH3:12])[CH:6]=[CH:5][C:4]([S:7]([NH:10][NH2:11])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH:13](=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CO>[CH:13](=[N:11][NH:10][S:7]([C:4]1[CH:3]=[CH:2][C:1]([CH3:12])=[CH:6][CH:5]=1)(=[O:8])=[O:9])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 15303P-Toluenesulfonylhydrazide

Product 1

HCID 277551N'-Benzylidene-4-methylbenzene-1-sulfonohydrazide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A four neck flask (1 liter) equipped with a thermometer, a reflux condenser and a stirrer was charged with 93.0 g (0.5 mol) of p-toluenesulfonohydrazide and 700 ml of methanol, and 63.6 g (0.6 mol) of benzaldehyde was dropwise added thereto in one hour while stirring at room temperature and heated under reflux for about 5 hours. The reaction liquid was cooled down to 20° C. or lower, and then crystal was filtered off and dried under reduced pressure, whereby white crystal was obtained.

Workup

  1. customA four neck flask (1 liter) equipped with a thermometer, a reflux condenser and a stirrer
  2. additionwas dropwise added
  3. temperatureheated
  4. temperatureunder reflux for about 5 hours
  5. customThe reaction liquid
  6. temperaturewas cooled down to 20° C.
  7. filtrationlower, and then crystal was filtered off
  8. customdried under reduced pressure, whereby white crystal
  9. customwas obtained

Sources & evidence

ORD record
ord-b1491703055d44f7a2d142c6be45c1b9
Source dataset
uspto-grants-2002_04
Patent number
US06380288B1

Reaction notes

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