Ammonium formate → HCID 136346703, compound

HRID 1097248Notes

Reaction equation

HRID 1097248 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[N:11]=[C:10]3[NH:12][CH2:13][CH2:14][N:9]3[C:8]=2[CH:15]=1)([O-])=O.C([O-])=O.[NH4+]>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[N:11]=[C:10]3[NH:12][CH2:13][CH2:14][N:9]3[C:8]=2[CH:15]=1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 136346704HCID 136346704, compound

Product 1

HCID 136346703HCID 136346703, compoundYield 35.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1 g of palladium-on-charcoal at 10% is added, under argon, to a vigorously stirred solution of 2.7 g (13.22 mmol) of 2,3-dihydro-6-nitro-1H-imidazo[1,2-a]-benzimidazole (R. J. North et al., J. Het. Chem., 1969, 6, 655) in 100 ml of methanol. 15 g (0.23 mol) of ammonium formate are added to the reaction mixture and the suspension is subsequently stirred for 12 h. A solid is recovered by filtration and is purified by silica column chromatography (eluent: dichloromethane-methanol). 0.82 g of the expected product is obtained in the form of a grey solid after drying under reduced pressure.

Workup

  1. filtrationA solid is recovered by filtration
  2. customis purified by silica column chromatography (eluent: dichloromethane-methanol)

Sources & evidence

ORD record
ord-d6b86de4e9fa45d396eb9c1e75569d25
Source dataset
uspto-grants-2012_03
Patent number
US08143248B2

Reaction notes

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