1,2-Hydrazinedicarboxamide → HCID 20472824, compound

HRID 2296388Notes

Reaction equation

HRID 2296388 reaction equation
[CH2:1]([O:5][CH2:6][CH2:7][CH2:8][NH2:9])[CH2:2][CH2:3][CH3:4].[C:10]([NH:13][NH:14][C:15](N)=[O:16])(N)=[O:11]>CN1CCCC1=O>[CH2:1]([O:5][CH2:6][CH2:7][CH2:8][N:9]1[C:15](=[O:16])[NH:14][NH:13][C:10]1=[O:11])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 80391,2-HydrazinedicarboxamideHCID 854611-Propanamine, 3-butoxy-

Product 1

HCID 20472824HCID 20472824, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

131 g of 3-butoxy propylamine and 120 g of hydrazodicarbonamide are stirred in 300 ml of N-methyl pyrrolidone for 1 hour at 150° C., for 2 hours at 175° C. and for 6 hours at 200° C. A deposit is precipitated on cooling which is isolated by filtration under suction and recrystallised from cyclohexane, giving 152 g (75% of the theoretical yield) of 4-(3-butoxypropyl)-1,2,4-triazolidine-3,5-dione in the form of colourless crystals melting at 83° to 85° C.

Workup

  1. customA deposit is precipitated
  2. temperatureon cooling which
  3. customis isolated by filtration under suction
  4. customrecrystallised from cyclohexane
  5. customgiving 152 g (75% of the

Sources & evidence

ORD record
ord-988be606c2354a38932d607b022a7411
Source dataset
uspto-grants-1984_01
Patent number
US04429135

Reaction notes

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