Dimethylamine → HCID 19390527, compound

HRID 1756495Notes

Reaction equation

HRID 1756495 reaction equation
[CH3:1][NH:2][CH3:3].[CH:4]([N:7]([C:14]#[N:15])[NH:8][C:9]([O:11]CC)=O)([CH3:6])[CH3:5]>C(O)C>[CH3:1][N:2]([CH3:3])[C:14]1[N:7]([CH:4]([CH3:5])[CH3:6])[NH:8][C:9](=[O:11])[N:15]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 19390523HCID 19390523, compound

Product 1

HCID 19390527HCID 19390527, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 100 ml of 33% strength dimethylamine in absolute ethanol are added dropwise 35 g (0.2 mol) of ethyl 2-isopropyl-2-cyano-hydrazinecarboxylate. The solution is first stirred for 8 hours at room temperature and then for 1.5 hours at the reflux temperature. Concentration in a rotary evaporator gives an oily residue which slowly crystallizes on standing. Recrystallization from cyclohexane/ethyl acetate (4:1 by vol.) gives 30 g (88% of theory) of 5-dimethylamino-1-isopropyl-1,2-dihydro-3H-1,2,4-triazol-3-one having a melting point of 111° C.

Workup

  1. waitfor 1.5 hours at the reflux temperature
  2. concentrationConcentration
  3. customin a rotary evaporator
  4. customgives an oily residue which
  5. customslowly crystallizes
  6. customRecrystallization from cyclohexane/ethyl acetate (4:1 by vol.)

Sources & evidence

ORD record
ord-c60c5680083f4110bd19523b795930ee
Source dataset
uspto-grants-1995_08
Patent number
US05441924

Reaction notes

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