Acrylonitrile → 1-(4-Benzyloxy benzoyl) 2-(2-cyano ethyl) hydrazine

HRID 1655357Notes

Reaction equation

HRID 1655357 reaction equation
[CH2:1]([O:8][C:9]1[CH:18]=[CH:17][C:12]([C:13]([NH:15][NH2:16])=[O:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19](#[N:22])[CH:20]=[CH2:21]>C(O)CC>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]([NH:15][NH:16][CH2:21][CH2:20][C:19]#[N:22])=[O:14])=[CH:17][CH:18]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 7855Acrylonitrile2×HCID 15264864-(Benzyloxy)benzohydrazide

Product 1

HCID 110984481-(4-Benzyloxy benzoyl) 2-(2-cyano ethyl) hydrazineYield 88%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

To a solution of 100 mmoles of (4-benzyloxy benzoyl) hydrazine in 200 ml of 1-propanol, 100 mmoles of acrylonitrile are added and the mixture is heated for 24 hours at reflux. Then 50 mmoles of acrylonitrile are added and the heating is continued at reflux for 24 hours. After cooling, the product is filtered and recrystallized in a water-ethanol mixture and 26 g (yield: 88%) of the expected product were obtained.

Workup

  1. temperaturethe mixture is heated for 24 hours
  2. temperatureat reflux
  3. temperatureat reflux for 24 hours
  4. temperatureAfter cooling
  5. filtrationthe product is filtered
  6. customrecrystallized in a water-ethanol mixture

Sources & evidence

ORD record
ord-1359b3e2a3d54ce39397bf101b45e1cf
Source dataset
uspto-grants-1993_10
Patent number
US05250551

Reaction notes

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