Acetonitrile → HCID 19877141, compound

HRID 1886138Notes

Reaction equation

HRID 1886138 reaction equation
[NH2:1][CH2:2][CH2:3][CH:4]([NH2:7])[CH2:5][CH3:6].[C:8](#N)[CH3:9]>[Ni]>[CH3:8][CH:9]1[NH:7][CH:4]([CH2:5][CH3:6])[CH2:3][CH2:2][NH:1]1

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 1024441,3-Pentanediamine2×

Product 1

HCID 19877141HCID 19877141, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Conditions

Temperature
90 °C

Procedure

Ninety grams (96.8% purity, 0.854 mole) 1,3-diaminopentane, 60 g acetonitrile (1.46 moles) and 3 g powdered nickel on alumina catalyst were charged to a 300 ml autoclave described in Example 1. The mixture was stirred and heated at 90° C. and 650 psig pressure for 6 hours followed by cooling to 25° C. Analysis of the filtered product on a capillary GC column showed a 42.9% conversion of 1,3-diaminopentane and 94% yield of 2-methyl-4-ethylhexahydropyrimidine.

Workup

  1. additionwere charged to a 300 ml autoclave
  2. temperatureby cooling to 25° C

Sources & evidence

ORD record
ord-92394855677c42d7b78263182f86a71d
Source dataset
uspto-grants-1992_09
Patent number
US05149809

Reaction notes

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