Hydrazine hydrate (1:1) → HCID 42629831, compound

HRID 254318Notes

Reaction equation

HRID 254318 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:12]2[C:13]3[C:18]([N:19]=[C:20]([CH3:21])[C:11]2=[C:10]([CH3:33])[N:9]=1)=[CH:17][C:16]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([N+:30]([O-])=O)[CH:25]=1)=[CH:15][CH:14]=3.O.NN>CO.[Ni]>[NH2:30][C:26]1[CH:25]=[C:24]([CH:29]=[CH:28][CH:27]=1)[CH2:23][O:22][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[N:12]1[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])=[N:9][C:10]([CH3:33])=[C:11]1[C:20]([CH3:21])=[N:19]2

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 426298301-(2-Chlorophenyl)-3,4-dimethyl-7-(3-nitrobenzyloxy)-imidazo(1,5-a)quinoxaline

Product 1

HCID 42629831HCID 42629831, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

2.0 g 1-(2-Chlorophenyl)-3,4-dimethyl-7-(3-nitrobenzyloxy)-imidazo(1,5-a)quinoxaline was dissolved in 50 mL methanol, 0.4 g Raney Nickel was added followed by dropwise addition of 2.1 mL hydrazine hydrate. The reaction mixture was stirred 1 h at 40° C. and 10 min at reflux. After cooling the catalyst was filtered off, the solvent was removed by distillation and the residue was re-crystallised from 2-propanol.

Workup

  1. temperatureat reflux
  2. temperatureAfter cooling the catalyst
  3. filtrationwas filtered off
  4. customthe solvent was removed by distillation
  5. customthe residue was re-crystallised from 2-propanol

Sources & evidence

ORD record
ord-ad856d260f8a4f8f85795d329a7cb51a
Source dataset
uspto-grants-2011_01
Patent number
US07875618B2

Reaction notes

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