Methanol → HCID 178507423, compound

HRID 2218376Notes

Reaction equation

HRID 2218376 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1.CO>>[Br:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 178526535HCID 178526535, compound

Product 1

HCID 178507423HCID 178507423, compound

Procedure

To a stirred solution of 6-bromo-2-(4-nitrophenyl)-3H-imidazo[4,5-b]pyridine (1.6 g, 5 mmol) in methanol (45 ml) ammonium sulfide (8.5 ml, 25 mmol, 20% solution in water) was added slowly. The mixture was stirred at room temperature for 30 minutes and then heated and refluxed for 5 h. The reaction mixture was concentrated and cooled to 0° C. The precipitate was filtered off, washed with cold methanol and dried to give the title compound.

Workup

  1. temperatureheated
  2. temperaturerefluxed for 5 h
  3. concentrationThe reaction mixture was concentrated
  4. temperaturecooled to 0° C
  5. filtrationThe precipitate was filtered off
  6. washwashed with cold methanol
  7. customdried

Sources & evidence

ORD record
ord-f620312dd63d43b1ae02349d031e3fad
Source dataset
uspto-grants-2008_08
Patent number
US07410966B2

Reaction notes

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