Triethylamine → N,N-Dimethyl-1H-1,2,4-triazole-1-sulfonamide

HRID 31543Notes

Reaction equation

HRID 31543 reaction equation
N1C=[CH:4][N:3]=[N:2]1.[CH2:6]([N:8](CC)CC)C.[CH3:13][N:14]([CH3:19])[S:15](Cl)(=[O:17])=[O:16]>C1(C)C=CC=CC=1>[CH3:13][N:14]([CH3:19])[S:15]([N:3]1[CH:4]=[N:8][CH:6]=[N:2]1)(=[O:17])=[O:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 83372Dimethylsulphamoyl chlorideHCID 178418936HCID 178418936, compound

Product 1

HCID 14875425N,N-Dimethyl-1H-1,2,4-triazole-1-sulfonamideYield 38%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

Triazole (5.08 g, 73.6 mmol) was dissolved in toluene (80 ml), and thereto were added triethylamine (9.52 ml, 68.4 mmol) and dimethylsulfamoyl chloride (10.6 ml, 73.6 mmol), and the mixture was stirred at 50° C. for 2 hours. The precipitates were removed by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give the title compound (4.52 g, 38%).

Workup

  1. customThe precipitates were removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe resulting residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-c347e849e2554cb58435b7c93f116bf5
Source dataset
uspto-grants-2008_09
Patent number
US07425642B2

Reaction notes

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