2,6-Diacetylpyridine → HCID 57721382, compound

HRID 1986028Notes

Reaction equation

HRID 1986028 reaction equation
[CH2:1]([O:21][C:22]1[CH:28]=[CH:27][C:25]([NH2:26])=[C:24]([CH3:29])[CH:23]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].[C:30]([C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([C:39](=O)[CH3:40])[N:34]=1)(=O)[CH3:31]>C1(C)C=CC=CC=1>[CH2:1]([O:21][C:22]1[CH:28]=[CH:27][C:25]([N:26]=[C:30]([C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([C:39](=[N:26][C:25]3[CH:27]=[CH:28][C:22]([O:21][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:23][C:24]=3[CH3:29])[CH3:40])[N:34]=2)[CH3:31])=[C:24]([CH3:29])[CH:23]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

4

Reactant 2

HCID 707902,6-DiacetylpyridineHCID 57721381HCID 57721381, compound

Product 1

HCID 57721382HCID 57721382, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

10.0 g (25 mmol) 4-eicosanoxy-2-methylaniline was reacted under stirring with 2.3 g (14 mmol) 2,6-diacetylpyridine in the presence of 29 g 4 Å molecular sieves in 250 ml of refluxing toluene for 20 h. Subsequently the compound was filtered while hot, and volatiles removed from residue under reduced pressure. It was then washed with hot ethanol (300 ml) to give a yellow solid, which was dried in the vacuum oven (9.1 g, 69% yield).

Workup

  1. filtrationSubsequently the compound was filtered while hot, and volatiles
  2. customremoved from residue under reduced pressure
  3. washIt was then washed with hot ethanol (300 ml)
  4. customto give a yellow solid, which
  5. customwas dried in the vacuum oven (9.1 g, 69% yield)

Sources & evidence

ORD record
ord-638a8675e56d48f9acc00d44660cb402
Source dataset
uspto-grants-2009_06
Patent number
US07547783B2

Reaction notes

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