Methanol → HCID 54387319, compound

HRID 46619Notes

Reaction equation

HRID 46619 reaction equation
[N+:1]([C:4]1[S:8][C:7]([S:9][C:10]2[CH:15]=[N:14][CH:13]=[CH:12][N+:11]=2[O-:16])=[N:6][CH:5]=1)([O-:3])=[O:2].ClC1C=CC=C(C(OO)=[O:25])C=1.CO>C(Cl)(Cl)Cl>[N+:1]([C:4]1[S:8][C:7]([S:9]([C:10]2[CH:15]=[N:14][CH:13]=[CH:12][N+:11]=2[O-:16])=[O:25])=[N:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 70297m-Chloroperbenzoic acidHCID 329658((5-Nitro-2-thiazolyl)thio)pyrazine 1-oxide

Product 1

HCID 54387319HCID 54387319, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred solution of 1.0 g (0.004 mol) of Compound 2 in 50 ml of chloroform was gradually added 2.0 g (0.010 mol) of 85% m-chloroperbenzoic acid. The reaction mixture was stirred overnight at room temperature and then filtered. The filtrate was washed with water, dilute bicarbonate and brine, and dried over MgSO4. Evaporation of the solvent afforded a yellow oil that solidified on standing. This crude product was recrystallized from CHCl3 /hexane and a second crop of crystals was recrystallized from methanol for a total yield of 0.3 g (28% yield) of yellow crystals, m.p. 139°-141° C.

Workup

  1. filtrationfiltered
  2. washThe filtrate was washed with water, dilute bicarbonate and brine
  3. dry with materialdried over MgSO4
  4. customEvaporation of the solvent
  5. customafforded a yellow oil that solidified
  6. customThis crude product was recrystallized from CHCl3 /hexane

Sources & evidence

ORD record
ord-a9f0f356524647c6b03873227f24f8d3
Source dataset
uspto-grants-1979_11
Patent number
US04174394

Reaction notes

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