Toluene → HCID 57721399, compound

HRID 1986026Notes

Reaction equation

HRID 1986026 reaction equation
C([C:4]1[C:5]([C:10](=O)[CH3:11])=[N:6][CH:7]=[CH:8][CH:9]=1)(=O)C.[CH2:13]([O:33][C:34]1[C:40]([C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)=[CH:39][C:37]([NH2:38])=[CH:36][C:35]=1[C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].[C:53]1([CH3:59])[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1>>[CH2:13]([O:33][C:34]1[C:35]([C:47]2[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=2)=[CH:36][C:37]([N:38]=[C:10]([C:5]2[CH:4]=[CH:9][CH:8]=[C:7]([C:37](=[N:38][C:55]3[CH:56]=[C:57]([C:42]4[CH:41]=[CH:46][CH:45]=[CH:44][CH:43]=4)[C:58]([O:33][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[C:53]([C:59]4[CH:39]=[CH:40][CH:34]=[CH:35][CH:47]=4)[CH:54]=3)[CH3:36])[N:6]=2)[CH3:11])=[CH:39][C:40]=1[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Participants

4

Reactant 3

HCID 1140TolueneHCID 14449412HCID 14449412, compoundHCID 22134479HCID 22134479, compound

Product 1

HCID 57721399HCID 57721399, compound

Procedure

Diacetylpyridine (1.43 g, 8.77 mmol and 4-eicosanoxy-3,5-diphenylaniline (9.5 g, 17.53 mmol) were dissolved in 400 ml of toluene. To this solution, 4 Å molecular sieves were added. After standing for 1 week, further 4 Å molecular sieves were added and the mixture was filtered. Most of the solvent was removed in vacuo. On standing a red precipitate was formed. The product, J, was isolated (5.52 g, 51%).

Workup

  1. additionTo this solution, 4 Å molecular sieves were added
  2. waitAfter standing for 1 week
  3. additionfurther 4 Å molecular sieves were added
  4. filtrationthe mixture was filtered
  5. customMost of the solvent was removed in vacuo
  6. customwas formed
  7. customThe product, J, was isolated (5.52 g, 51%)

Sources & evidence

ORD record
ord-27caf230ccbc4d53961f1d09346f675b
Source dataset
uspto-grants-2009_06
Patent number
US07547783B2

Reaction notes

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