Hydrazine hydrate (1:1) → HCID 9834790, compound

HRID 642140Notes

Reaction equation

HRID 642140 reaction equation
[C:1]([NH:8][C:9]1[CH:18]=[CH:17][C:12]([C:13](OC)=[O:14])=[CH:11][CH:10]=1)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].O.[NH2:20][NH2:21]>>[NH:20]([C:13]([C:12]1[CH:17]=[CH:18][C:9]([NH:8][C:1](=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])=[CH:10][CH:11]=1)=[O:14])[NH2:21]

Participants

3

Procedure

To a suspension of methyl 4-(hexanoylamino)benzoate (583 mg, 2.34 mmol) in ETOH (8 mL) was added hydrazine hydrate (1.8 mL). After stirring for 15 h at reflux, the reaction mixture was cooled to rt and a white solid precipitated out. Filtration, washing with water (2×2 mL), and drying under vacuo at rt for 72 hrs gave 321 mg of the title compound (55%) as a white solid in 96.6% purity 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 (2×2 mL)
  5. customdrying under vacuo at rt for 72 hrs

Sources & evidence

ORD record
ord-e95feede8bcf400dae9355e4a2411167
Source dataset
uspto-grants-2010_04
Patent number
US07696231B2

Reaction notes

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