N-methyl-N-phenyl-hydrazine → HCID 85795585, compound

HRID 1155766Notes

Reaction equation

HRID 1155766 reaction equation
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[CH:15]=O)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[CH3:17][N:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[NH2:19]>Cl.C(O)C>[CH3:17][N:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[N:19]=[CH:15][C:13]1[C:14]2[C:5]([CH:6]=[C:7]3[C:12]=1[CH:11]=[CH:10][CH:9]=[CH:8]3)=[CH:4][CH:3]=[CH:2][CH:1]=2

Participants

5

Reactant 2

HCID 36299N-methyl-N-phenyl-hydrazineHCID 695049-Anthracenecarboxaldehyde

Product 1

HCID 85795585HCID 85795585, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

3.1 g of anthracene-9-aldehyde and 1.8 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 anthracene-9-aldehyde 1-methyl-1-phenylhydrazone was recrystallized from ethyl acetate. The yield was 2.3 g (48.9%) of yellow needle-like crystals which melt at 162.0°-162.5° 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-8531046f4c24407ea88b981d0cb869c5
Source dataset
uspto-grants-1982_06
Patent number
US04332948

Reaction notes

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