Methylhydrazine → HCID 20232021, compound

HRID 2290334Notes

Reaction equation

HRID 2290334 reaction equation
[CH3:1][C:2]1[N:3]=[C:4](SC)[N:5]=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH3:16][NH:17][NH2:18]>C(O)C>[CH3:1][C:2]1[N:3]=[C:4]([N:17]([CH3:16])[NH2:18])[N:5]=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 15586342HCID 15586342, compound

Product 1

HCID 20232021HCID 20232021, compoundYield 70.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 5-methyl-3-methylthio-6-phenyl-1,2,4-triazine (20 g) and methylhydrazine (15.3 g) in ethanol (30 ml) was heated under reflux for 66 hours. After cooling, the reaction mixture was concentrated under reduced pressure and the residue was dissolved in chloroform. The solution was washed with water and brine successively, dried over sodium sulfate, and then evaporated. The residue was crystallized with diethyl ether, washed with diethyl ether, and dried to give 5-methyl-3-(1-methylhydrazino)-6-phenyl-1,2,4-triazine (13.91 g).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 66 hours
  3. temperatureAfter cooling
  4. concentrationthe reaction mixture was concentrated under reduced pressure
  5. dissolutionthe residue was dissolved in chloroform
  6. washThe solution was washed with water and brine successively
  7. dry with materialdried over sodium sulfate
  8. customevaporated
  9. customThe residue was crystallized with diethyl ether
  10. washwashed with diethyl ether
  11. customdried

Sources & evidence

ORD record
ord-7c5edbe07e6e4491b44cb86a119c2ad6
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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