Water → 2,2'-Dimethoxybenzophenone hydrazone

HRID 434200Notes

Reaction equation

HRID 434200 reaction equation
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][CH3:14])=O.O.[NH2:20][NH2:21].O>C(O)CCC>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[C:5](=[N:20][NH2:21])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][CH3:14]

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 5847282,2'-Dimethoxybenzophenone

Product 1

HCID 187574172,2'-Dimethoxybenzophenone hydrazone

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A stirred suspension of 2,2′-dimethoxybenzophenone (20.72 g, 0.0855 mol) and 20 mL (0.412 mol) of hydrazine monohydrate in 25 mL of 1-butanol was heated to reflux overnight. After cooling to room temperature the two phase reaction mixture was poured into water and cooled to induce crystallization. The white precipitate was filtered, washed with water and petroleum ether and dried in vacuo to yield 2,2′-dimethoxybenzophenone hydrazone (1).

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customthe two phase reaction mixture
  4. temperaturecooled
  5. customcrystallization
  6. filtrationThe white precipitate was filtered
  7. washwashed with water and petroleum ether
  8. customdried in vacuo

Sources & evidence

ORD record
ord-6e989f1d32e249159f416f9e83e8720d
Source dataset
uspto-grants-2003_12
Patent number
US06670512B2

Reaction notes

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