1-Heptanamine → 3-(Heptylamino)-1-nonylpyrrolidine-2,5-dione

HRID 1016517Notes

Reaction equation

HRID 1016517 reaction equation
[CH2:1]([N:10]1[C:14](=[O:15])[CH:13]=[CH:12][C:11]1=[O:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[CH2:17]([NH2:24])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].C(N(CC)CC)C>C(#N)C>[CH2:17]([NH:24][CH:13]1[CH2:12][C:11](=[O:16])[N:10]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[C:14]1=[O:15])[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Participants

5

Reactant 3

HCID 81271-HeptanamineHCID 8471TriethylamineHCID 512831N-Nonylmaleimide

Product 1

HCID 5128363-(Heptylamino)-1-nonylpyrrolidine-2,5-dione

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of N-nonyl maleimide (0.01 M) prepared as described in Example 12 above, heptylamine (0.01 M), triethylamine [catalytic, 0.1 equivalent] in acetonitrile (25 ml) was stirred for 24 hours at room temperature. Acetonitrile was removed under vacuum to leave a residual liquid product which was flash chromatographed (25% ethyl acetate in petroleum ether) to yield a white solid as the desired product.

Workup

  1. customprepared
  2. customAcetonitrile was removed under vacuum
  3. customto leave a residual liquid product which
  4. customchromatographed (25% ethyl acetate in petroleum ether)

Sources & evidence

ORD record
ord-ab157619c6f84b538625437f0e38d4c3
Source dataset
uspto-grants-2002_11
Patent number
US06476053B1

Reaction notes

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