N-methyl-N-phenyl-hydrazine → HCID 70553883, compound

HRID 1155765Notes

Reaction equation

HRID 1155765 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]=1[CH:13]=O.[CH3:15][N:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[NH2:17]>Cl.C(O)C>[CH3:15][N:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[N:17]=[CH:13][C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:11]=[CH:12][C:3]=1[O:2][CH3:1]

Participants

5

Reactant 2

HCID 36299N-methyl-N-phenyl-hydrazineHCID 793522-Methoxy-1-naphthaldehyde

Product 1

HCID 70553883HCID 70553883, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

3.7 g of 2-methoxy-1-naphthaldehyde and 4.9 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-methoxy-1-naphthaldehyde 1-methyl-1-phenylhydrazone was recrystallized from ethanol. The yield was 3.7 g (63.8%) of light yellow scalelike crystals which melt at 90.5°-91.5° 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-3e3a8a0a846d45bf8ed826190120a231
Source dataset
uspto-grants-1982_06
Patent number
US04332948

Reaction notes

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