2-Methylcinnamic aldehyde → HCID 85999068, compound

HRID 1155769Notes

Reaction equation

HRID 1155769 reaction equation
[CH3:1][C:2](=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH:3]=O.[CH3:12][N:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[NH2:14]>Cl.C(O)C>[CH3:12][N:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[N:14]=[CH:3][C:2]([CH3:1])=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 2

HCID 75572-Methylcinnamic aldehydeHCID 36299N-methyl-N-phenyl-hydrazine

Product 1

HCID 85999068HCID 85999068, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

2.9 g of α-methylcinnamaldehyde and 2.4 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 α-methylcinnamaldehyde 1-methyl-1-phenylhydrazone was recrystallized from ethanol. The yield was 3.6 g (72.0%) of light yellow scalelike crystals which melt at 111.0°-112.0° 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-b5f80b0fb0404e70a70aa0c372bf81b0
Source dataset
uspto-grants-1982_06
Patent number
US04332948

Reaction notes

Loading…