Methyl iodide → 3-Methylthio-2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol

HRID 543200Notes

Reaction equation

HRID 543200 reaction equation
[SH:1][CH2:2][C:3]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[Cl:18])([OH:10])[CH2:4][N:5]1[CH:9]=[N:8][CH:7]=[N:6]1.[C:19](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[CH3:19][S:1][CH2:2][C:3]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[Cl:18])([OH:10])[CH2:4][N:5]1[CH:9]=[N:8][CH:7]=[N:6]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 202058911-[2-(2,4-dichlorophenyl)-2-hydroxy-3-mercaptopropyl]-1H-1,2,4-triazole

Product 1

HCID 202058923-Methylthio-2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3-Mercapto-2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)propan-2-ol (230 mg) (prepared as in the previous Example), potassium carbonate (138 mg, 2.7 equivalents), and methyl iodide (200 mg, 1.9 equivalents) were stirred together in acetone (15 ml) at room temperature for two hours. The acetone was then evaporated under reduced pressure, and the residue triturated with water to give the crude title compound as a solid, 220 mg. This was crystallized from isopropanol to yield the pure title compound, yield 190 mg, m.p. 117°-119° C.

Workup

  1. customThe acetone was then evaporated under reduced pressure
  2. customthe residue triturated with water
  3. customto give the crude title compound as a solid, 220 mg
  4. customThis was crystallized from isopropanol

Sources & evidence

ORD record
ord-bf5f9eb1205942a4bb9248aa01ebedc2
Source dataset
uspto-grants-1987_04
Patent number
US04661507

Reaction notes

Loading…