1,2-dimethyl-5,6-dinitrobenzimidazole → HCID 5297144, compound

HRID 277696Notes

Reaction equation

HRID 277696 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([N+:14]([O-])=O)[C:9]([N+:11]([O-])=O)=[CH:10][C:5]=2[N:4]=[C:3]1[CH3:17]>C(O)C.C(O)(=O)C.[Pd]>[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([NH2:14])[C:9]([NH2:11])=[CH:10][C:5]=2[N:4]=[C:3]1[CH3:17]

Participants

5

Reactant 1

HCID 27292731,2-dimethyl-5,6-dinitrobenzimidazole

Product 1

HCID 5297144HCID 5297144, compoundYield 95.7%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

Pure 1,2-dimethyl 5,6-dinitro benzimidazole (0.7 grams) and 0.2 grams Pd/C in 20 ml ethanol and 20 ml glacial acetic acid were hydrogenated for 4 hours. Filtering and evaporating resulted in 0.5 grams, 95% yield of a white solid having a melting point of 212° C.

Workup

  1. filtrationFiltering
  2. customevaporating

Sources & evidence

ORD record
ord-a14a0dc290f0488b8dab9e60daab65f9
Source dataset
uspto-grants-2002_03
Patent number
US06358954B1

Reaction notes

Loading…