2-Naphthalenecarboxaldehyde → HCID 70553191, compound

HRID 1155763Notes

Reaction equation

HRID 1155763 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH:11]=O.[CH3:13][N:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[NH2:15]>Cl.C(O)C>[CH3:13][N:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[N:15]=[CH:11][C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1

Participants

5

Reactant 2

HCID 62012-NaphthalenecarboxaldehydeHCID 36299N-methyl-N-phenyl-hydrazine

Product 1

HCID 70553191HCID 70553191, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

3.1 g of 2-naphthaldehyde 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 2-naphthaldehyde 1-methyl-1-phenylhydrazone was recrystallized from ethyl acetate. The yield was 3.5 g (67.3%) of white needle-like crystals which melt at 172.5°-174.5° 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-0462578574e84f1a9ad252c3e57b7ddd
Source dataset
uspto-grants-1982_06
Patent number
US04332948

Reaction notes

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