Hydrogen Peroxide → HCID 18969585, compound

HRID 399031Notes

Reaction equation

HRID 399031 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10]([S:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:11][C:12]=2[C:13]#[N:14])=[CH:4][CH:3]=1.[OH:22]O>C(O)(=O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:9][C:10]([S:15]([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[O:22])=[CH:11][C:12]=2[C:13]#[N:14])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 784Hydrogen PeroxideHCID 18969614HCID 18969614, compound

Product 1

HCID 18969585HCID 18969585, compoundYield 52.9%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A mixture of 2-(p-chlorophenyl)-5-(phenylthio)pyrrole-3-carbonitrile (916 mg, 2.95 mmol) and 30% hydrogen peroxide solution (105.3 mg, 3.09 mmol) in acetic acid is stirred at room temperature for 3 days, diluted with water and filtered to obtain a solid. The solid is recrystallized from methanol to give the title product as a grey solid (510 mg, mp 169°-170° C.).

Workup

  1. filtrationfiltered
  2. customto obtain a solid
  3. customThe solid is recrystallized from methanol

Sources & evidence

ORD record
ord-83e0d03bf5eb49d39efbbfad05bd1f08
Source dataset
uspto-grants-1998_10
Patent number
US05817691

Reaction notes

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