Ammonia → Isophorone diamine

HRID 1839901Notes

Reaction equation

HRID 1839901 reaction equation
[CH3:1][C:2]1([CH3:12])[CH2:8][C:7]([C:10]#[N:11])([CH3:9])[CH2:6][C:4](=O)[CH2:3]1.[NH3:13]>>[CH3:1][C:2]1([CH3:12])[CH2:8][C:7]([CH2:10][NH2:11])([CH3:9])[CH2:6][CH:4]([NH2:13])[CH2:3]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 990683-Cyano-3,5,5-trimethylcyclohexanone

Product 1

HCID 17857Isophorone diamine

Procedure

In a continuously operated laboratory apparatus comprising a first reactor charged with 100 ml of Al2O3 (4 mm extrudates) and a second reactor charged with 240 g (200 ml) of the Raney catalyst produced as described in example 1, 32 ml/h of isophoronenitrile are hydrogenated by means of 300 ml/h of H2 in the presence of 147 ml/h of NH3 at 250° C. and a pressure of 250 bar. The space velocity over the catalyst is 0.15 kg/l (catalyst)*h, and the residence time is 44 minutes. At a conversion of 99.2%, isophoronediamine is obtained with a selectivity of 89.5%. The cis/trans isomer ratio is 79:21.

Workup

  1. additioncharged with 240 g (200 ml) of the Raney catalyst
  2. customproduced

Sources & evidence

ORD record
ord-49ed86b0811b4b51ba46b64792224d7d
Source dataset
uspto-grants-2004_01
Patent number
US06677486B2

Reaction notes

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