Pyridine → 3-(Piperidin-1-yl)sulfonyl-1-dimethylcarbamoyl-1H-1,2,4-triazole

HRID 1293146Notes

Reaction equation

HRID 1293146 reaction equation
Cl[S:2]([C:5]1[N:9]=[CH:8][N:7]([C:10](=[O:14])[N:11]([CH3:13])[CH3:12])[N:6]=1)(=[O:4])=[O:3].C(OCC)(=O)C.[N:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[N:21]1([S:2]([C:5]2[N:9]=[CH:8][N:7]([C:10](=[O:14])[N:11]([CH3:13])[CH3:12])[N:6]=2)(=[O:4])=[O:3])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

Participants

4

Reactant 3

HCID 1049PyridineHCID 8857Ethyl AcetateHCID 178387483-chlorosulfonyl-1-dimethylcarbamoyl-1H-1,2,4-triazole

Product 1

HCID 178387433-(Piperidin-1-yl)sulfonyl-1-dimethylcarbamoyl-1H-1,2,4-triazole

Procedure

To a mixture of 3-chlorosulfonyl-1-dimethylcarbamoyl-1H-1,2,4-triazole (240 mg) and ethyl acetate (2 ml) was added pyridine (0.2 ml) on a water bath at room temperature. At this temperature the mixture was stirred for 1 hour. The reaction solution was washed with water, followed by saturated aqueous sodium chloride solution, and concentrated. The residue was subjected to a silica-gel column chromatography with 20 to 30% (20% 2-propanol/ethyl acetate)/hexane to yield the title compound (29 mg).

Workup

  1. washThe reaction solution was washed with water
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-e61eaf18fc414dc1a9689ccb2664a4d2
Source dataset
uspto-grants-2007_07
Patent number
US07238720B2

Reaction notes

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