Methyl iodide → HCID 20285784, compound

HRID 1834778Notes

Reaction equation

HRID 1834778 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-].[Na+].[CH3:20]I>O1CCCC1>[CH3:20][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 24758Sodium hydrideHCID 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% sodium 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 three 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 three hours
  4. temperatureThe reaction mixture is cooled
  5. filtrationfiltered
  6. concentrationconcentrated to a solid which
  7. customafter recrystallization

Sources & evidence

ORD record
ord-c47dbd6de0f642588832770ecda6c6f9
Source dataset
uspto-grants-1978_01
Patent number
US04071518

Reaction notes

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