1,2-Hydrazinedicarboxamide → 4-Stearyl-1,2,4-triazolidine-3,5-dione

HRID 2296387Notes

Reaction equation

HRID 2296387 reaction equation
[C:1]([NH:4][NH:5][C:6]([NH2:8])=[O:7])(N)=[O:2].[CH2:9](N)[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]>CN1CCCC1=O>[CH2:26]([N:8]1[C:6](=[O:7])[NH:5][NH:4][C:1]1=[O:2])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH3:9]

Participants

4

Reactant 2

HCID 80391,2-HydrazinedicarboxamideHCID 15793Octadecylamine

Product 1

HCID 204728254-Stearyl-1,2,4-triazolidine-3,5-dione

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

360 g of hydrazodicarbonamide, 807 g of stearylamine and 1 ml of tin(II)dioctoate are stirred in 1 liter of N-methyl pyrrolidone for 4 hours at 175° C. and for 6 hours at 200° C. A deposit is precipitated on cooling and is filtered off under suction and washed with water, giving 955 g (90% of the theoretical yield) of 4-stearyl-1,2,4-triazolidine-3,5-dione in the form of colourless crystals melting at 118° to 120° C.

Workup

  1. customA deposit is precipitated
  2. temperatureon cooling
  3. filtrationis filtered off under suction
  4. washwashed with water
  5. customgiving 955 g (90% of the

Sources & evidence

ORD record
ord-47a46f5910204bb297fbeb9d0a3f119b
Source dataset
uspto-grants-1984_01
Patent number
US04429135

Reaction notes

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