Hydrogen Peroxide → HCID 178441962, compound

HRID 1645945Notes

Reaction equation

HRID 1645945 reaction equation
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH:18]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:19]3[NH:23][N:22]=[N:21][N:20]=3)=[CH:13][CH:12]=2)[C:8]([S:30][CH2:31][C:32]2[CH:37]=[CH:36][C:35]([N+:38]([O-:40])=[O:39])=[CH:34][CH:33]=2)=[N:7][N:6]=1)[CH2:2][CH2:3][CH3:4].[OH:41]O>C(O)(=O)C>[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([O:17][CH:18]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:19]3[NH:20][N:21]=[N:22][N:23]=3)=[CH:15][CH:16]=2)[C:8]([S:30]([CH2:31][C:32]2[CH:33]=[CH:34][C:35]([N+:38]([O-:40])=[O:39])=[CH:36][CH:37]=2)=[O:41])=[N:7][N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 178441959HCID 178441959, compound

Product 1

HCID 178441962HCID 178441962, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of 3-Butyl-4-[[4-[1-phenyl-1-(tetrazol-5-yl)methoxy]phenyl]methyl]-5-(4-nitrobenzylthio)-4H-1,2,4-triazole (from Example 3, Step C) in glacial acetic acid is added gradually an equal volume of 30% hydrogen peroxide (aqueous). The resulting solution is stirred at room temperature in a stoppered flask for about 15-20 hours, until TLC and/or NMR (from work-up of an aliquot) indicates complete reaction. The reaction mixture is then partitioned between ethyl acetate and dilute HCl. The ethyl acetate phase is dried (MgSO4), filtered, and concentrated in vacuo. The residue is triturated with ether to give the title compound as a solid, which is collected on a filter and washed further with ether.

Workup

  1. customreaction
  2. customThe reaction mixture is then partitioned between ethyl acetate and dilute HCl
  3. dry with materialThe ethyl acetate phase is dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue is triturated with ether

Sources & evidence

ORD record
ord-7525371b018e4db994c72724b6541bad
Source dataset
uspto-grants-1993_01
Patent number
US05177095

Reaction notes

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