Ammonia → Isophorone diamine

HRID 1489908Notes

Reaction equation

HRID 1489908 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]>CO>[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

4

Reactant 2

HCID 222AmmoniaHCID 990683-Cyano-3,5,5-trimethylcyclohexanone2×

Product 1

HCID 17857Isophorone diamineYield 92.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution containing 15 wt. % of IPN, 30 wt. % of ammonia and 55 wt. % of methanol was produced and stirred in a pressure vessel under the pressure obtained for 24 h at 25° C.; in this case isophorone nitrile (IPN) was converted largely into isophorone imino nitrile (IPIN). This solution was then pumped at 400 ml/h, corresponding to an LHSV value of 2 h-1, through the reactor, which was filled with 160 ml of hydrogenation catalyst according to the invention (as in Example 1) and 40 ml of inert steel balls. According to the analysis of the product mixture a yield of 92.1% of IPDA was obtained. After distillation of the product mixture a product purity of 99.78% IPDA was obtained.

Workup

  1. customwas produced
  2. customobtained for 24 h at 25° C.
  3. customwas then pumped at 400 ml/h, corresponding to an LHSV value of 2 h
  4. additionthrough the reactor, which was filled with 160 ml of hydrogenation catalyst

Sources & evidence

ORD record
ord-589aea3b21434e44b445401dd86ace8c
Source dataset
uspto-grants-1997_10
Patent number
US05679860

Reaction notes

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