Ammonia → 1,3-Diphenylpropane-1,3-diamine

HRID 1701476Notes

Reaction equation

HRID 1701476 reaction equation
[C:1]1([C:7]2[CH2:11][CH:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N>[Ni].CO>[C:1]1([CH:7]([NH2:8])[CH2:11][CH:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[NH2:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 36838443,5-diphenyl-4,5-dihydro-1H-pyrazole

Product 1

HCID 868441,3-Diphenylpropane-1,3-diamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

111 g (0.5 mol) of 3,5-diphenyl-2-pyrazoline are hydrogenated with 10 g of freshly prepared Raney nickel in 400 ml of methanol saturated with NH3 for 14 hours at 80° C./100 atmospheres. The catalyst is filtered off and the solvent is removed in a rotary evaporator. Distillation under a high vacuum gives 102 g=90% of theory of a colourless oil1/2.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe solvent is removed in a rotary evaporator
  3. distillationDistillation under a high vacuum
  4. customgives 102 g=90% of theory of a colourless oil1/2

Sources & evidence

ORD record
ord-1e1b7082371e4888a0003e0dfb6368ad
Source dataset
uspto-grants-1980_03
Patent number
US04193905

Reaction notes

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