Hydrazine hydrate (1:1) → N-[4-(hydrazinocarbonyl)phenyl]-N-methyl-3-phenylpropanamide

HRID 642144

Reaction equation

HRID 642144 reaction equation
[CH3:1][N:2]([C:13](=[O:22])[CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:3]1[CH:12]=[CH:11][C:6]([C:7](OC)=[O:8])=[CH:5][CH:4]=1.O.[NH2:24][NH2:25]>CCO>[NH:24]([C:7]([C:6]1[CH:11]=[CH:12][C:3]([N:2]([CH3:1])[C:13](=[O:22])[CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:4][CH:5]=1)=[O:8])[NH2:25]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 9814733Methyl 4-[methyl(3-phenylpropanoyl)amino]benzoate

Product 1

HCID 9814735N-[4-(hydrazinocarbonyl)phenyl]-N-methyl-3-phenylpropanamideYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl 4-[methyl(3-phenylpropanoyl)amino]benzoate (1600 mg, 5.38 mmol) in EtOH (14 mL) was added hydrazine hydrate (4.0 mL). The resulting mixture was stirred for 16 h at reflux and evaporated under vacuo to give the title compound (1600 mg, 100%) as a gummy colorless oil, which was used in the next step without any further purification.

Workup

  1. temperatureat reflux
  2. customevaporated under vacuo

Sources & evidence

ORD record
ord-282dcca95fa249f190d0decf22040205
Source dataset
uspto-grants-2010_04
Patent number
US07696231B2

Linked notes

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