Methanol → N-(Diphenylmethylidene)benzenecarbohydrazonic acid

HRID 844391Notes

Reaction equation

HRID 844391 reaction equation
[C:1]([NH:9][NH2:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.[C:13]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(O)(=O)C>[C:14]1([C:13]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[N:10][NH:9][C:1](=[O:8])[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 3102BenzophenoneHCID 11955Benzoylhydrazine

Product 1

HCID 246216N-(Diphenylmethylidene)benzenecarbohydrazonic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A four neck flask (1 liter) equipped with a thermometer, a reflux condenser and a stirrer was charged with 68.0 g (0.5 mol) of benzohydrazide, 700 ml of methanol and 3.5 ml of acetic acid. Added thereto was 109.2 g (0.6 mol) of benzophenone while stirring at room temperature, and heating under reflux was continued for 12 hours. The reaction liquid was cooled down to 5° 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. additionAdded
  3. temperatureheating
  4. temperatureunder reflux
  5. customThe reaction liquid
  6. temperaturewas cooled down to 5° 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-b3184b534ff04020b0d71727dc0a7437
Source dataset
uspto-grants-2002_04
Patent number
US06380288B1

Reaction notes

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