3-Phenylprop-2-Enal → HCID 5130700, compound

HRID 1155767Notes

Reaction equation

HRID 1155767 reaction equation
[CH:1](=O)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:11][N:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[NH2:13]>Cl.C(O)C>[CH3:11][N:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[N:13]=[CH:1][CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 3073-Phenylprop-2-EnalHCID 36299N-methyl-N-phenyl-hydrazine

Product 1

HCID 5130700HCID 5130700, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

6.6 g of cinnamaldehyde and 6.1 g of 1-methyl-1-phenylhydrazine were added to 50 ml of ethanol. To the mixture, two or three drops of 1 N hydrochloric acid were added. The mixture was heated and refluxed for about one hour. The reaction mixture was cooled and the crystals then separated, which were then collected on a suction funnel. The thus obtained crude cinnamaldehyde 1-methyl-1-phenylhydrazone was recrystallized from ethanol. The yield was 6.8 g (57.6%) of light yellow needle-like crystals which melt at 113.5°-114.5° C.

Workup

  1. temperatureThe mixture was heated
  2. temperaturerefluxed for about one hour
  3. temperatureThe reaction mixture was cooled
  4. customthe crystals then separated
  5. customwhich were then collected on a suction funnel

Sources & evidence

ORD record
ord-ac0f37fe07e14c7c9052533f20f2560e
Source dataset
uspto-grants-1982_06
Patent number
US04332948

Reaction notes

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