m-Chloroperbenzoic acid → HCID 21272315, compound

HRID 1193518Notes

Reaction equation

HRID 1193518 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:14]=[CH:13][N:12]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:11]=2)=[CH:5][CH:4]=1.ClC1C=CC=C(C(OO)=[O:29])C=1>ClCCl>[CH3:1][S:2]([C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]2[CH:14]=[CH:13][N:12]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:11]=2)=[CH:7][CH:8]=1)=[O:29]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 54193372HCID 54193372, compound

Product 1

HCID 21272315HCID 21272315, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of N-(4-methylthiophenyl)-1-phenyl-1-H-pyrazol-3-amine (1.4 g) in dichloromethane (100 ml) at 0° was added a solution of 3-chloroperbenzoic acid (0.9 g) in dichloromethane (20 ml) and the mixture stirred and allowed to reach room temperature over 1 hour. The solution was washed with dilute sodium hydroxide solution, dried over magnesium sulphate, filtered and evaporated to an oil. The oil was dissolved in hot ether and gradual evaporation to a small volume gave the title compound as a colourless solid (1.2 g), collected by filtration, mp 123°-124°.

Workup

  1. washThe solution was washed with dilute sodium hydroxide solution
  2. dry with materialdried over magnesium sulphate
  3. filtrationfiltered
  4. customevaporated to an oil
  5. dissolutionThe oil was dissolved in hot ether
  6. customgradual evaporation to a small volume

Sources & evidence

ORD record
ord-548c159e5885484fad36cbb4e6442ec5
Source dataset
uspto-grants-1989_03
Patent number
US04810719

Reaction notes

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