m-Chloroperbenzoic acid → 3-methylsulfinyl-11H-s-triazolo[3,4-b][3]benzazepine

HRID 26512Notes

Reaction equation

HRID 26512 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.ClC1C=CC=C(C(OO)=[O:25])C=1>ClCCl>[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:25]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 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 6344DichloromethaneSolvent

Procedure

A solution of 4.6 g of 3-methylthio-11H-s-triazolo[3,4-b][3]benzazepine in 100 ml of dichloromethane was stirred under ice-cooling and 5.2 g of m-chloroperbenzoic acid was added. The mixture was further stirred for 40 minutes, after which it was washed with a solution of sodium sulfite, a saturated solution of sodium hydrogen carbonate and water in the order mentioned, and followed by drying over Na2SO4. The solvent was then evaporated off and the crystalline residue was collected by filtration and washed with ethyl ether. The above procedure provided 3-methylsulfinyl-11H-s-triazolo[3,4-b][3]benzazepine as crystals. Recrystallization from methanol yielded colorless needles melting at 176°-177° C.

Workup

  1. temperaturecooling
  2. washafter which it was washed with a solution of sodium sulfite
  3. dry with materialby drying over Na2SO4
  4. customThe solvent was then evaporated off
  5. filtrationthe crystalline residue was collected by filtration
  6. washwashed with ethyl ether

Sources & evidence

ORD record
ord-a31a8aea26db44ba9a6c67dae080060b
Source dataset
uspto-grants-1979_04
Patent number
US04150139

Reaction notes

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