2-Hydrazinoimidazoline dihydrochloride → 2-Chloro-9,10-anthracenedicarboxaldehyde dihydrochloride

HRID 128071Notes

Reaction equation

HRID 128071 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]([CH:18]=[O:19])[C:6]3[C:11]([C:12]=2[CH:16]=[O:17])=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1.[ClH:20].Cl.N(C1NCCN=1)N>C(O)C>[ClH:1].[ClH:20].[Cl:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]([CH:18]=[O:19])[C:6]3[C:11]([C:12]=2[CH:16]=[O:17])=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1

Participants

4

Reactant 2

HCID 122212312-Hydrazinoimidazoline dihydrochlorideHCID 234714182-Chloro-9,10-anthracenedicarboxaldehyde

Product 1

HCID 234714532-Chloro-9,10-anthracenedicarboxaldehyde dihydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A reaction mixture comprising 1.34 g. of 2-chloro-9,10-anthracenedicarboxaldehyde and 1.73 g. of 2-hydrazinoimidazoline dihydrochloride in 80 ml. of ethanol is refluxed for two hours, and filtered while hot. After cooling, the solution deposited 0.7 g. of the desired product as orange crystals, m.p. ≥ 280° C.

Workup

  1. filtrationfiltered while hot
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-b3a8a7e46a954bd89aa2b432f560f4c9
Source dataset
uspto-grants-1981_03
Patent number
US04258181

Reaction notes

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