Hydrogen Peroxide → HCID 178510499, compound

HRID 485260Notes

Reaction equation

HRID 485260 reaction equation
[NH2:1]/[C:2](/[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[C:3]1\[C:4](=[O:12])[C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[S:7]\1.OO.S([O-])([O-])=[O:22].[Na+].[Na+]>C(O)(=O)C>[NH2:1]/[C:2](/[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[C:3]1\[C:4](=[O:12])[C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[S:7]\1=[O:22]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 24437Sodium SulfiteHCID 178510717HCID 178510717, compound

Product 1

HCID 178510499HCID 178510499, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 30.0 gm (0.118 mol) of (E)-2-[(amino)-phenylmethylene]-benzo[b]thiophen-3(2H)-one, 200 ml of glacial acetic acid and 13.5 gm (0.119 mol) of an aqueous 30% hydrogen peroxide solution was heated at 50° C. for four hours while stirring, and was then allowed to stand overnight at room temperature. After the addition of 100 ml of a 10% sodium sulfite solution, the solvent was largely distilled off in vacuo, and the residue was mixed with 300 ml of water. The solid precipitated thereby was suction-filtered off and recrystallized from ethanol/ethyl acetate (1:1 v/v) using activated charcoal. 23.0 gm (72% of theory) of light yellow crystals were obtained, m.p. 246°-247° C. (decomposition).

Workup

  1. distillationthe solvent was largely distilled off in vacuo
  2. additionthe residue was mixed with 300 ml of water
  3. customThe solid precipitated
  4. filtrationthereby was suction-filtered off
  5. customrecrystallized from ethanol/ethyl acetate (1:1 v/v)
  6. custom23.0 gm (72% of theory) of light yellow crystals were obtained

Sources & evidence

ORD record
ord-09cede25f0274cea96b6a4ceed66e19b
Source dataset
uspto-grants-1985_08
Patent number
US04536402

Reaction notes

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