Acetic Acid → HCID 178439541, compound

HRID 275382Notes

Reaction equation

HRID 275382 reaction equation
[C:1]([C:4]1[CH:23]=[CH:22][C:7]([CH2:8][S:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[NH:21][N:20]=[N:19][N:18]=3)=[CH:13][CH:12]=2)=[C:6]([CH2:24][CH2:25][CH3:26])[C:5]=1[OH:27])(=[O:3])[CH3:2].OO.C(O)(=[O:32])C>C(Cl)Cl>[C:1]([C:4]1[CH:23]=[CH:22][C:7]([CH2:8][S:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[NH:18][N:19]=[N:20][N:21]=3)=[CH:15][CH:16]=2)=[O:32])=[C:6]([CH2:24][CH2:25][CH3:26])[C:5]=1[OH:27])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 178439539HCID 178439539, compound

Product 1

HCID 178439541HCID 178439541, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3.8 g. of 5-[4-(4-acetyl-3-hydroxy-2-propylbenzylthiomethyl)phenyl]-tetrazole in 1.5 ml. of 30% hydrogen peroxide, 100 ml. of acetic acid, and 50 ml. of methylene chloride was stirred for 24 hours at room temperature. The solution was evaporated in vacuo and the residue was dissolved in hot isopropyl alcohol. Water was added and the resulting precipitate was recovered by filtration. Recrystallization from isopropyl alcohol gave 0.8 g. of the title sulfoxide, m.p. 112°-116° C. NMR, IR.

Workup

  1. customThe solution was evaporated in vacuo
  2. dissolutionthe residue was dissolved in hot isopropyl alcohol
  3. additionWater was added
  4. filtrationthe resulting precipitate was recovered by filtration
  5. customRecrystallization from isopropyl alcohol
  6. customgave 0.8 g

Sources & evidence

ORD record
ord-70fe15b2156b4be8b9587e169ebd212f
Source dataset
uspto-grants-1995_02
Patent number
US05393768

Reaction notes

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