Water → 1H-1,2,4-Triazole, 4-methyl-3-(methylthio)-5-phenyl-

HRID 252634Notes

Reaction equation

HRID 252634 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:5][N:4]=[C:3]1[SH:13].O.[CH3:15]I>[OH-].[Na+].CCO>[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:5][N:4]=[C:3]1[S:13][CH3:15]

Participants

6

Reactant 3

HCID 962WaterHCID 6328Methyl iodideHCID 178481685HCID 178481685, compound

Product 1

HCID 2132261H-1,2,4-Triazole, 4-methyl-3-(methylthio)-5-phenyl-

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

To a solution of 4-methyl-5-phenyl-4H-1,2,4-triazole-3-thiol (2.00 g, 10 mmol) in NaOH 1.0 M in H2O (21 ml, 21 mmol) was added a solution of CH3I (0.98 mL, 16 mmol) in 6 mL EtOH. The reaction became cloudy and then clear. After 15 min, a white solid precipitated out of the reaction. The reaction was filtered, rinsing with water. The solid was collected and dried in vacuo to give 4-methyl-3-(methylthio)-5-phenyl-4H-1,2,4-triazole as a white solid. MS m/z=206 [M+H]+. Calc'd for C10H11N3S: 205.3.

Workup

  1. customa white solid precipitated out of the reaction
  2. filtrationThe reaction was filtered
  3. washrinsing with water
  4. customThe solid was collected
  5. customdried in vacuo

Sources & evidence

ORD record
ord-39f5179dcb1f4219a12cafc80a16175f
Source dataset
uspto-grants-2011_01
Patent number
US07868177B2

Reaction notes

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