Pyridine N-Oxide → HCID 13961163, compound

HRID 414187Notes

Reaction equation

HRID 414187 reaction equation
[CH3:1][C:2]1[C:12]([CH3:13])=[CH:11][C:5]2[N:6]=[C:7]([CH2:9][SH:10])[NH:8][C:4]=2[CH:3]=1.[N+:14]1([O-])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C(OC(=O)C)(=O)C>[CH3:13][C:12]1[C:2]([CH3:1])=[CH:3][C:4]2[N:8]=[C:7]([CH2:9][S:10][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][N:14]=3)[NH:6][C:5]=2[CH:11]=1

Participants

4

Reactant 2

HCID 12753Pyridine N-OxideHCID 52210Benzimidazole, 5,6-dimethyl-2-mercaptomethyl-

Product 1

HCID 13961163HCID 13961163, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of 3.84 g (0.02 mole) of 5,6-dimethyl-2-mercaptomethylbenzimidazole and 1.9 g (0.02 mole) of pyridine N-oxide in 50 ml of acetic anhydride is heated to 100° C. for 4 hours. The acetic anhydride is evaporated off, the residue taken up with acetone and the mixture filtered and concentrated to a volume of 20 ml. From this solution, 2.6 g (48%) of 5,6-dimethyl-2-(2-pyridylthiomethyl)benzimidazole crystallize. The product thereby obtained is identical to that obtained by Method A, and the data for the identification appear in Tables 1 and 2.

Workup

  1. customThe acetic anhydride is evaporated off
  2. filtrationthe mixture filtered
  3. concentrationconcentrated to a volume of 20 ml
  4. customFrom this solution, 2.6 g (48%) of 5,6-dimethyl-2-(2-pyridylthiomethyl)benzimidazole crystallize
  5. customThe product thereby obtained
  6. customthat obtained by Method A

Sources & evidence

ORD record
ord-d15d597944284d1da824907aa9535105
Source dataset
uspto-grants-1988_12
Patent number
US04791114

Reaction notes

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