HCID 20383929, compound → 1-Ethyl-2-methyl-5-methylsulfonyl-6-chloro-7-aminobenzimidazole

HRID 1447504Notes

Reaction equation

HRID 1447504 reaction equation
[CH2:1]([N:3]1[C:7]2[C:8]([N+:17]([O-])=O)=[C:9]([Cl:16])[C:10]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:11][C:6]=2[N:5]=[C:4]1[CH3:20])[CH3:2].[H][H]>[Pt]=O.CO>[CH2:1]([N:3]1[C:7]2[C:8]([NH2:17])=[C:9]([Cl:16])[C:10]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:11][C:6]=2[N:5]=[C:4]1[CH3:20])[CH3:2]

Participants

5

Reactant 2

HCID 20383929HCID 20383929, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 203839461-Ethyl-2-methyl-5-methylsulfonyl-6-chloro-7-aminobenzimidazole

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

1-Ethyl-2-methyl-5-methylsulfonyl-6-chloro-7-nitrobenzimidazole (2.50 g.) was combined with 75 ml. of methanol and 0.2 g. of 87% platinum oxide catalyst in a hydrogenation bottle. The bottle was charged with 37 psi of hydrogen and shaken at room temperature for 22.5 hours. The resultant reaction mixture was filtered to remove the catalyst and the filtrate evaporated to dryness under reduced pressure to give 2.27 g. (100%) of the desired 7-amino derivative, melting at 179°-186° C.

Workup

  1. customThe resultant reaction mixture
  2. filtrationwas filtered
  3. customto remove the catalyst
  4. customthe filtrate evaporated to dryness under reduced pressure
  5. customto give 2.27 g

Sources & evidence

ORD record
ord-14370feb94c64a24b4b0dd7b3178eb2c
Source dataset
uspto-grants-1979_12
Patent number
US04177057

Reaction notes

Loading…