Water → 1-Tosylpyrozole

HRID 1293150Notes

Reaction equation

HRID 1293150 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.[C:6]1([CH3:16])[CH:11]=[CH:10][C:9]([S:12](Cl)(=[O:14])=[O:13])=[CH:8][CH:7]=1.O>N1C=CC=CC=1>[C:6]1([CH3:16])[CH:11]=[CH:10][C:9]([S:12]([N:1]2[CH:5]=[CH:4][CH:3]=[N:2]2)(=[O:14])=[O:13])=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1048PyrazoleHCID 73974-Toluenesulfonyl chloride

Product 1

HCID 3207501-TosylpyrozoleYield 15.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
130 °C

Procedure

A suspension of pyrazole (1 g) and 4-toluenesulfonyl chloride (2.8 g) in pyridine (10 ml) was stirred at 130° C. for 1 hour. After the reaction mixture was cooled, water was added to the reaction mixture, resulting in a white suspension. The resultant suspension was filtered, and the obtained white solids were washed three times with water. Drying at room temperature under reduced pressure gave white solids (500 mg).

Workup

  1. temperatureAfter the reaction mixture was cooled
  2. customresulting in a white suspension
  3. filtrationThe resultant suspension was filtered
  4. washthe obtained white solids were washed three times with water
  5. customDrying at room temperature under reduced pressure

Sources & evidence

ORD record
ord-27d2bf1fc6a949e3be428f9784d16fe0
Source dataset
uspto-grants-2007_07
Patent number
US07238720B2

Reaction notes

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