2,6-Diacetylpyridine → HCID 17799625, compound

HRID 549512

Reaction equation

HRID 549512 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10](=O)[CH3:11])[N:5]=1)(=O)[CH3:2].[CH3:13][C:14]1[CH:20]=[CH:19][CH:18]=[C:17]([CH:21]([CH3:23])[CH3:22])[C:15]=1[NH2:16]>C(O)(=O)C.C(O)C>[CH3:13][C:14]1[CH:20]=[CH:19][CH:18]=[C:17]([CH:21]([CH3:23])[CH3:22])[C:15]=1[N:16]=[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10](=[N:16][C:15]2[C:17]([CH:21]([CH3:22])[CH3:23])=[CH:18][CH:19]=[CH:20][C:14]=2[CH3:13])[CH3:11])[N:5]=1)[CH3:2]

Participants

5

Reactant 2

HCID 707902,6-DiacetylpyridineHCID 789206-Isopropyl-o-toluidine

Product 1

HCID 17799625HCID 17799625, compoundYield 35%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 702EthanolSolvent

Procedure

There were supplied 325 mg of 2,6-diacetylpyridine manufactured by Aldrich Chemical Company to a 25 mL-Schlenk tube. Thereto, 5 mL of anhydrous ethanol manufactured by Kanto Chemical Co., Inc., 0.62 mL of 2-methyl-6-isopropylaniline manufactured by Tokyo Chemical Industry Co., Ltd., and a few drops of acetic acid manufactured by Kanto Chemical Co., Inc. were added. The obtained mixture was refluxed for 24 hours. Then, the solvent contained in the mixture was distilled off, and the resultant mixture was subjected to recrystallization with methanol, thereby obtaining 298 mg (yield: 35%) of 2,6-bis[1-(2-methyl-6-isopropylphenylimino)ethyl]pyridine as a yellow powder.

Workup

  1. additionwere added
  2. temperatureThe obtained mixture was refluxed for 24 hours
  3. distillationwas distilled off
  4. customthe resultant mixture was subjected to recrystallization with methanol

Sources & evidence

ORD record
ord-79a02e5243044b51af20c6dbb71ad00f
Source dataset
uspto-grants-2011_05
Patent number
US07943715B2

Linked notes

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