HCID 19108658, compound → HCID 19108657, compound

HRID 327424Notes

Reaction equation

HRID 327424 reaction equation
[CH3:1][N:2]([NH:4][C:5]([C:7]1[N:8]([CH3:15])[CH:9]=[C:10]([N+:12]([O-])=O)[N:11]=1)=[O:6])[CH3:3]>CO.[Pd]>[CH3:3][N:2]([NH:4][C:5]([C:7]1[N:8]([CH3:15])[CH:9]=[C:10]([NH2:12])[N:11]=1)=[O:6])[CH3:1]

Participants

4

Reactant 1

HCID 19108658HCID 19108658, compound

Product 1

HCID 19108657HCID 19108657, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of N-(N',N'-dimethylamino)-1-methyl-4-nitroimidazole-2-carboxamide (2.01 g, 9.4 mmol) and 5% Pd on charcoal (0.8 g) in chilled methanol (100 mL) was purged of air and hydrogenated at room temperature and atmospheric pressure for 4 hours. The catalyst was removed by filtration and the solvent was evaporated under reduced pressure to give N-(N',N'-dimethylamino)-1-methyl-4-aminoimidazole-2-carboxamide as a glassy solid which is unstable and used directly in the next step.

Workup

  1. customwas purged of air and hydrogenated at room temperature
  2. customThe catalyst was removed by filtration
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-67b5adc0a58f430583acd561c3c1cb17
Source dataset
uspto-grants-1993_12
Patent number
US05273991

Reaction notes

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