Water → HCID 178503347, compound

HRID 1900699Notes

Reaction equation

HRID 1900699 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:9][C:8]([SH:10])=[N:7][C:6]=2[CH:11]=1.[C:12](=O)([O-])[O-].[K+].[K+].CI.O>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:9][C:8]([S:10][CH3:12])=[N:7][C:6]=2[CH:11]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178527794HCID 178527794, compound

Product 1

HCID 178503347HCID 178503347, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

8.89 g of 6-chloro-2-mercaptobenzimidazole was dissolved in 150 ml of dimethylformamide, followed by the addition of 6.65 g of potassium carbonate and 6.15 g of methyl iodide under cooling with ice. The obtained mixture was stirred at that temperature for 50 minutes, followed by the addition of water. The resulting mixture was extracted with ethyl acetate. The ethyl acetate layer was dried and concentrated in a vacuum to give crude 6-chloro-2-methylthiobenzimidazole.

Workup

  1. temperatureunder cooling with ice
  2. extractionThe resulting mixture was extracted with ethyl acetate
  3. dry with materialThe ethyl acetate layer was dried
  4. concentrationconcentrated in a vacuum

Sources & evidence

ORD record
ord-c727a80df248466c803c6caf4f3388be
Source dataset
uspto-grants-1996_11
Patent number
US05576322

Reaction notes

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