Acetic Acid → HCID 178527105, compound

HRID 1074982Notes

Reaction equation

HRID 1074982 reaction equation
[NH:1]1[C:5]([C:6]2[CH:7]=[CH:8][C:9]3[CH:15]=[CH:14][C:13]4[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=4[S:11][C:10]=3[CH:20]=2)=[N:4][N:3]=[N:2]1.C(O)(=[O:23])C.OO>O>[NH:1]1[C:5]([C:6]2[CH:7]=[CH:8][C:9]3[CH:15]=[CH:14][C:13]4[CH:16]=[CH:17][CH:18]=[CH:19][C:12]=4[S:11](=[O:23])[C:10]=3[CH:20]=2)=[N:4][N:3]=[N:2]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 178419819HCID 178419819, compound

Product 1

HCID 178527105HCID 178527105, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
65 °C

Procedure

To a solution of 2.03 g. (7.3 millimoles) of 3-(5-tetrazolyl)dibenzo[b,f]thiepin in 100 cc. glacial acetic acid is added 15 cc. 30% aqueous hydrogen peroxide. The mixture is heated to 65° C. for 10 minutes; the sulfoxide separates from the hot solution. After cooling and diluting with water, the crystalline product is filtered and washed with water. It is then heated on a steam bath in 25 cc. DMF and filtered hot. The solid is washed with methanol and dried. The yield of sulfoxide is 1.55 g. (72%) as a white solid decomposing at 277° C.-279° C.

Workup

  1. temperatureAfter cooling
  2. filtrationthe crystalline product is filtered
  3. washwashed with water
  4. temperatureIt is then heated on a steam bath in 25 cc
  5. filtrationDMF and filtered hot
  6. washThe solid is washed with methanol
  7. customdried
  8. customat 277° C.-279° C.

Sources & evidence

ORD record
ord-7874fbfad0e4405e999f47e23babb093
Source dataset
uspto-grants-1983_07
Patent number
US04394515

Reaction notes

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