m-Chloroperbenzoic acid → 4-Methyl-5-methylsulfinyl-3-(4-pyridyl)-4H-1,2,4-triazole

HRID 1199382Notes

Reaction equation

HRID 1199382 reaction equation
[CH3:1][N:2]1[C:6]([S:7][CH3:8])=[N:5][N:4]=[C:3]1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1.ClC1C=C(C=CC=1)C(OO)=[O:20]>C(Cl)Cl>[CH3:1][N:2]1[C:6]([S:7]([CH3:8])=[O:20])=[N:5][N:4]=[C:3]1[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 8659874-(4-Methyl-5-(methylthio)-4H-1,2,4-triazol-3-yl)pyridine

Product 1

HCID 221514754-Methyl-5-methylsulfinyl-3-(4-pyridyl)-4H-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred, 0° C., solution of 4-methyl-5-methylthio-3-(4-pyridyl)-4H-1,2,4-triazole (4.54 g, 2.2×10-2 mole) and CH2Cl2 (125 ml) was added portionwise m-chloroperoxybenzoic acid (4.83 g, 2.24×10-2 mole, 80% active MCPBA). After stirring overnight the reaction was diluted with CH2Cl2 until homogeneous. The CH2Cl2 solution was then washed with saturated aqueous NaHCO3 and saturated aqueous NaCl. After drying over anhydrouse Na2SO4, the CH2Cl2 was evaporated at reduced pressure to give the desired product.

Workup

  1. washThe CH2Cl2 solution was then washed with saturated aqueous NaHCO3 and saturated aqueous NaCl
  2. dry with materialAfter drying over anhydrouse Na2SO4
  3. customthe CH2Cl2 was evaporated at reduced pressure

Sources & evidence

ORD record
ord-c52e6f478925424aa6a7c7a858abebda
Source dataset
uspto-grants-1990_02
Patent number
US04900743

Reaction notes

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