Ammonia → HCID 11744876, compound

HRID 1066538Notes

Reaction equation

HRID 1066538 reaction equation
[CH3:1][C:2]1[C:8](=O)[C:7]([CH3:11])([CH3:10])[CH2:6][C:4](=O)[CH:3]=1.S([O-])([O-])(=O)=O.[NH4+:17].[NH4+:18].N.[H][H]>C(O)C.[Ni]>[NH2:17][CH:8]1[CH:2]([CH3:1])[CH2:3][CH:4]([NH2:18])[CH2:6][C:7]1([CH3:11])[CH3:10]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 62374KetoisophoroneHCID 6097028Ammonium SulfateHCID 178418361HCID 178418361, compound2×

Product 1

HCID 11744876HCID 11744876, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 152 g of 4-oxoisophorone (formula IIa), 150 g of ammonium sulfate, 50 g of Raney Ni and 1 liter of ammonia was charged with 80 bar hydrogen in a 3 liter autoclave at room temperature and then stirred at 180° C. for 20 h. When the uptake of hydrogen was complete, the reaction mixture was let down, taken up in ethanol, filtered and subjected to fractional distillation. 130 g of the diamine of formula Ia having a boiling point of 62 to 65° C. under 0.1 mbar were obtained.

Workup

  1. filtrationfiltered
  2. distillationsubjected to fractional distillation
  3. customwere obtained

Sources & evidence

ORD record
ord-55345be9e1ce4870979b8d14ca99d09f
Source dataset
uspto-grants-2001_06
Patent number
US06242641B1

Reaction notes

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