Benzaldehyde → HCID 70307532, compound

HRID 629489Notes

Reaction equation

HRID 629489 reaction equation
C([O-])(=O)C.[Na+].Cl.[CH:7]([NH:10][NH2:11])([CH3:9])[CH3:8].[CH:12](=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(O)C>[CH:12](=[N:11][NH:10][CH:7]([CH3:9])[CH3:8])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 855731-Isopropylhydrazine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 70307532HCID 70307532, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a round-bottom flask containing anhydrous sodium acetate (8.2 g, 0.1 mol) in 125 ml 50% ethanol was added isopropylhydrazine HCl salt (11.1 g, 0.1 mole) and benzaldehyde (10.6 g, 0.1 mole). The mixture was stirred at rt for 20 h. The reaction was extracted with ether (3×250 ml). The organic layers were combined and washed with aqueous sodium bicarbonate solution and brine and dried over sodium sulfate. Filtration, concentration, and co-evaporation with toluene (3×) provided the title compound as an oil. MS m/z 163.3 (M+1).

Workup

  1. extractionThe reaction was extracted with ether (3×250 ml)
  2. washwashed with aqueous sodium bicarbonate solution and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationFiltration, concentration, and co-evaporation with toluene (3×)

Sources & evidence

ORD record
ord-abec2e25a46e41efaabd6c7130f5f9e6
Source dataset
uspto-grants-2016_04
Patent number
US09314464B2

Reaction notes

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