Sulfuric Acid → HCID 86674865, compound

HRID 1754885Notes

Reaction equation

HRID 1754885 reaction equation
[C:1]1([N:7]2[CH:11]=[CH:10][CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:12](=O)(=[O:15])([OH:14])[OH:13]>>[N:7]1([C:1]2[CH:2]=[CH:3][C:4]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:5][CH:6]=2)[CH:11]=[CH:10][CH:9]=[N:8]1

Participants

3

Reactant 2

HCID 1118Sulfuric Acid2×HCID 707691-Phenylpyrazole

Product 1

HCID 86674865HCID 86674865, compound

Conditions

Temperature
0 °C

Procedure

A solution was prepared by adding 1-phenylpyrazole (1.3 ml, 9.8 mmol) to concentrated sulfuric acid (2 ml). To this solution, fuming sulfuric acid (5 ml, 30% SO3) was added gradually over at least 5 minutes at 0° C. The resultant mixture was heated to 35° C., and this temperature was kept for 1 hour. This mixture then was cooled to 0° C. by pouring it over crushed ice, thereby causing sulfate to precipitate. This sulfate was collected by filtration and then vacuum-dried. Thus, a desired compound, 4-(1H-pyrazole-1-yl)benzenesulfonic acid, was obtained in the form of a white solid (the yield calculated based on 1-phenylpyrazole: 37%). The instrumental analysis values of 4-(1H-pyrazole-1-yl)benzenesulfonic acid are shown below.

Workup

  1. customA solution was prepared
  2. additionwas added gradually over at least 5 minutes at 0° C
  3. additionby pouring it
  4. customover crushed ice
  5. customcausing sulfate to precipitate
  6. filtrationThis sulfate was collected by filtration
  7. customvacuum-dried

Sources & evidence

ORD record
ord-5bf6b39cb94b4e168f9a30df9d82a7df
Source dataset
uspto-grants-2015_10
Patent number
US09169281B2

Reaction notes

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