Hydrogen Peroxide → HCID 178463766, compound

HRID 485269Notes

Reaction equation

HRID 485269 reaction equation
[OH:1]O.[CH2:3]([NH:5]/[C:6](/[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[C:7]1\[C:8](=[O:16])[C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[S:11]\1)[CH3:4]>CO.O.[Cl-].[Ti+3].[Cl-].[Cl-]>[CH2:3]([NH:5]/[C:6](/[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[C:7]1\[C:8](=[O:16])[C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[S:11]\1=[O:1])[CH3:4]

Participants

6

Reactant 2

HCID 784Hydrogen PeroxideHCID 178463778HCID 178463778, compound

Product 1

HCID 178463766HCID 178463766, compound

Reagents, catalysts & solvents 3

HCID 10313229titanium(III) trichlorideCatalystHCID 887MethanolSolvent2×HCID 962WaterSolvent2×

Procedure

3.2 ml (0.031 mol) of aqueous 30% hydrogen peroxide, dissolved in 15 ml of methanol, was added dropwise, while vigorously stirring, to a solution of 1.97 gm (0.007 mol) of (E)-2-[(ethylamino)phenylmethylene]-benzo[b]thiophen-3(2H)-one and 10 ml of an aqueous 16% solution of titanium (III) chloride in 100 ml of methanol and 20 ml of water. The course of the reaction was monitored by thin-layer chromatography. After the reaction had ended, the mixture was diluted with 300 ml of water, and the precipitate thus obtained was suction-filtered off and then recrystallized twice from ethanol. 1.75 gm (84% of theory) of pale yellow crystals, m.p. 183°-185° C., were obtained.

Workup

  1. additionwas added dropwise
  2. customthe precipitate thus obtained
  3. filtrationwas suction-filtered off
  4. customrecrystallized twice from ethanol
  5. custom1.75 gm (84% of theory) of pale yellow crystals, m.p. 183°-185° C., were obtained

Sources & evidence

ORD record
ord-4895c4393db3408daa306b043fcc1707
Source dataset
uspto-grants-1985_08
Patent number
US04536402

Reaction notes

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