Ethylenediamine → HCID 20348257, compound

HRID 1701104Notes

Reaction equation

HRID 1701104 reaction equation
[CH2:1]([C:3]1([CH3:14])[CH:8]([CH3:9])[C:7](=O)[CH2:6][C:5]([CH2:12][CH3:13])([CH3:11])[NH:4]1)[CH3:2].[CH2:15]([NH2:18])[CH2:16][NH2:17]>CO.[Pt].[C]>[CH2:1]([C:3]1([CH3:14])[CH:8]([CH3:9])[CH:7]([NH:17][CH2:16][CH2:15][NH:18][CH:7]2[CH2:6][C:5]([CH3:11])([CH2:12][CH3:13])[NH:4][C:3]([CH3:14])([CH2:1][CH3:2])[CH:8]2[CH3:9])[CH2:6][C:5]([CH2:12][CH3:13])([CH3:11])[NH:4]1)[CH3:2]

Participants

5

Reactant 2

HCID 3301EthylenediamineHCID 221822132,6-Diethyl-2,3,6-trimethylpiperidin-4-one

Product 1

HCID 20348257HCID 20348257, compound

Reagents, catalysts & solvents 2

HCID 178503042HCID 178503042, compoundCatalystHCID 887MethanolSolvent

Procedure

197.3 g of 2,6-diethyl-2,3,6-trimethylpiperidine-4-one and 30.0 g of ethylenediamine are dissolved in one liter of methanol. 10 g of a platin-carbon catalyst (5% b.w. Pt) are added, and the solution is hydrogenated at 30°-35° C. and normal pressure. Hydrogenation is completed after 106 hours. The catalyst is filtered off, the solvent is evaporated in vacuo, and the oily residue is purified by molecular distillation at 150° C. and 0.005 mm Hg. N,N'-Bis-(2,6-diethyl-2,3,6-trimethyl-4-piperidyl)-ethylenediamine (compound no. 7) is obtained as a practically colourless oil. If, instead of 30.0 g of ethylenediamine an equivalent amount of 1,6-hexamethylenediamine is used and otherwise the procedure described above is followed, after molecular distillation at 180° C. and 0.002 mm Hg. N,N'-Bis-(2,6-diethyl-2,3,6-trimethyl-4-piperidyl)-hexamethylene-1,6-diamine (compound no. 8) is obtained in the form of a thick colourless oil.

Workup

  1. additionPt) are added
  2. customis hydrogenated at 30°-35° C.
  3. filtrationThe catalyst is filtered off
  4. customthe solvent is evaporated in vacuo
  5. distillationthe oily residue is purified by molecular distillation at 150° C.

Sources & evidence

ORD record
ord-29982e95c6664487915f8a630bb1267e
Source dataset
uspto-grants-1980_03
Patent number
US04191683

Reaction notes

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