Dimethylcarbamoyl Chloride → 1-Dimethylcarbamoyl-3,5-dipyrazinyl-1,2,4-triazole

HRID 2049766Notes

Reaction equation

HRID 2049766 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[C:7]1[N:11]=[C:10]([C:12]2[CH:17]=[N:16][CH:15]=[CH:14][N:13]=2)[NH:9][N:8]=1.[H-].[Na+].[CH3:20][N:21]([CH3:25])[C:22](Cl)=[O:23]>O1CCCC1>[CH3:20][N:21]([CH3:25])[C:22]([N:8]1[C:7]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][N:1]=2)=[N:11][C:10]([C:12]2[CH:17]=[N:16][CH:15]=[CH:14][N:13]=2)=[N:9]1)=[O:23]

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 24758Sodium hydrideHCID 135247872-(5-pyrazin-2-yl-4H-1,2,4-triazol-3-yl)pyrazine

Product 1

HCID 202857801-Dimethylcarbamoyl-3,5-dipyrazinyl-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To 2.25 g. (0.01 mole) of 3,5-dipyrazinyl-1,2,4-triazole in 200 ml. of tetrahydrofuran is added 57% sodium hydride 0.42 g., 0.01 mole). The reaction mixture is heated at reflux for one hour, cooled, and a solution of dimethylcarbamoyl chloride (1 gram, 0.01 mole) in 10 ml. of tetrahydrofuran is added dropwise. The reaction mixture is then refluxed four hours, cooled, filtered and concentrated to a solid. After recrystallization from benzene 1-dimethylcarbamoyl-3,5-dipyrazinyl-1,2,4-triazole is obtained.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for one hour
  3. temperaturecooled
  4. temperatureThe reaction mixture is then refluxed four hours
  5. temperaturecooled
  6. filtrationfiltered
  7. concentrationconcentrated to a solid
  8. customAfter recrystallization from benzene 1-dimethylcarbamoyl-3,5-dipyrazinyl-1,2,4-triazole
  9. customis obtained

Sources & evidence

ORD record
ord-5cd5efc96433489d94eb039ec495d1e4
Source dataset
uspto-grants-1980_04
Patent number
US04198513

Reaction notes

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