Methyl iodide → HCID 20285784, compound

HRID 596419Notes

Reaction equation

HRID 596419 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][N:15]=[CH:14][N:13]=3)[NH:9][N:8]=2)=[N:3][CH:2]=1.[H-].[CH3:19]I>O1CCCC1>[CH3:19][N:8]1[C:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][N:3]=2)=[N:11][C:10]([C:12]2[CH:17]=[CH:16][N:15]=[CH:14][N:13]=2)=[N:9]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 166653HydrideHCID 20285799HCID 20285799, compound

Product 1

HCID 20285784HCID 20285784, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 3,5-bis(4-pyrimidinyl)-1,2,4-triazole (2.3 g.) in dry tetrahydrofuran (125 ml.) is added 57% sodimm hydride in mineral oil (0.46 g.). After refluxing 0.5 hour, methyl iodide (1.4 g.) is added and the mixture is heated at reflux an additional 3 hours. The reaction mixture is cooled, filtered and concentrated to a solid which after recrystallization yields substantially pure 1-methyl-3,5-bis(4-pyrimidinyl)-1,2,4-triazole.

Workup

  1. temperatureAfter refluxing 0.5 hour
  2. temperaturethe mixture is heated
  3. temperatureat reflux an additional 3 hours
  4. temperatureThe reaction mixture is cooled
  5. filtrationfiltered
  6. concentrationconcentrated to a solid which
  7. customafter recrystallization

Sources & evidence

ORD record
ord-4bda7fe4d284400093508906e2c54398
Source dataset
uspto-grants-1977_03
Patent number
US04011218

Reaction notes

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