Methyl iodide → HCID 19866662, compound

HRID 232086Notes

Reaction equation

HRID 232086 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[S:13]([C:15]1[NH:19][C:18]2[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=2[N:16]=1)=[O:14].CI.[C:26](=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:26][N:19]1[C:18]2[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=2[N:16]=[C:15]1[S:13]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)=[O:14]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 219575582-[2-(2-Pyridyl)-phenyl sulphinyl]-1H-benzimidazole

Product 1

HCID 19866662HCID 19866662, compoundYield 75.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-[2-(2-Pyridyl)-phenyl sulphinyl]-1H-benzimidazole (Example 13) (0.7 g) in dry dimethylformamide (50 ml), methyl iodide (0.34 g) and anhydrous potassium carbonate (1.1 g) were stirred at room temperature for 1.75 hours. The mixture was poured onto water, extracted into ethyl acetate, washed, dried and evaporated under reduced pressure to leave the title compound as a cream solid (0.55 g).

Workup

  1. additionThe mixture was poured onto water
  2. extractionextracted into ethyl acetate
  3. washwashed
  4. customdried
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-91b80b6d6ea34f79875bfdd9dad739c3
Source dataset
uspto-grants-1989_07
Patent number
US04851419

Reaction notes

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