Hydrogen Peroxide → 3-methylsulfinyl-11H-s-triazolo[3,4-b][3]benzazepine

HRID 26522Notes

Reaction equation

HRID 26522 reaction equation
[CH3:1][S:2][C:3]1[N:12]2[C:6]([CH2:7][C:8]3[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=3[CH:10]=[CH:11]2)=[N:5][N:4]=1.S(=O)(=O)(O)[OH:18].OO.S([O-])([O-])=O.[Na+].[Na+]>C(O)(=O)C>[CH3:1][S:2]([C:3]1[N:12]2[C:6]([CH2:7][C:8]3[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=3[CH:10]=[CH:11]2)=[N:5][N:4]=1)=[O:18]

Participants

6

Reactant 4

HCID 784Hydrogen Peroxide2×HCID 1118Sulfuric AcidHCID 24437Sodium SulfiteHCID 213234063-methylthio-11H-s-triazolo[3,4-b][3]benzazepine

Product 1

HCID 213235293-methylsulfinyl-11H-s-triazolo[3,4-b][3]benzazepine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 0.230 g of 3-methylthio-11H-s-triazolo[3,4-b][3]benzazepine in 3 ml of acetic acid was added 0.2 ml of concentrated sulfuric acid and, under ice-cooling, 0.3 ml of a 30% aqueous solution of hydrogen peroxide was added dropwise. The mixture was allowed to stand at 3°-5° C. for 7 hours, at the end of which time an aqueous solution of sodium sulfite was added to the mixture to decompose the excess hydrogen peroxide. The solvent was evaporated off and the residue was diluted with water. The crystals were collected by filtration. By the above procedure was obtained 3-methylsulfinyl-11H-s-triazolo[3,4-b][3]benzazepine as crystals. Recrystallization from methanol yielded colorless needles, m.p. 176°-177° C. Based on infrared absorption spectrum and other data, this compound was identified with the compound obtained in Example 17.

Workup

  1. temperatureunder ice-cooling
  2. customThe solvent was evaporated off
  3. additionthe residue was diluted with water
  4. filtrationThe crystals were collected by filtration

Sources & evidence

ORD record
ord-22c04960834846a99b2bdb6b75cd2945
Source dataset
uspto-grants-1979_04
Patent number
US04150139

Reaction notes

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