Hydrazine hydrate (1:1) → HCID 9835476, compound

HRID 642029Notes

Reaction equation

HRID 642029 reaction equation
[C:1]1([CH2:7][CH2:8][C:9]([NH:11][C:12]2[CH:21]=[CH:20][C:15]([C:16](OC)=[O:17])=[CH:14][CH:13]=2)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[NH2:23][NH2:24]>CCO>[NH:23]([C:16]([C:15]1[CH:20]=[CH:21][C:12]([NH:11][C:9](=[O:10])[CH2:8][CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:13][CH:14]=1)=[O:17])[NH2:24]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 670109HCID 670109, compound

Product 1

HCID 9835476HCID 9835476, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of methyl 4-[(3-phenylpropanoyl)amino]benzoate (1.40 g, 4.94 mmol) in EtOH (16 mL) was added hydrazine hydrate (3.6 mL). After stirring for 16 h at reflux, the reaction mixture was cooled to rt and a white solid precipitated out. Filtration, washing with water (4×5 mL) and drying under vacuo at 60° C. for 2 hrs gave 1.08 g of the title compound (77%) as a white solid in 99.1% puity by HPLC (MaxPlot detection between 230 and 400 nm).

Workup

  1. temperatureat reflux
  2. customa white solid precipitated out
  3. filtrationFiltration
  4. washwashing with water (4×5 mL)
  5. customdrying under vacuo at 60° C. for 2 hrs

Sources & evidence

ORD record
ord-980fd2ea4da44eddac29680bb065e7b9
Source dataset
uspto-grants-2010_04
Patent number
US07696231B2

Reaction notes

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