Hydrochloric Acid → HCID 131732720, compound

HRID 1470529Notes

Reaction equation

HRID 1470529 reaction equation
CC(C1C=CC(OC)=CC=1)=O.COC1C=CC(NC2N=CC=CC=2C=O)=CC=1.[CH3:29][O:30][C:31]1[CH:36]=[CH:35][C:34]([NH:37][C:38]2[C:43]([CH:44]=[CH:45][C:46]([C:48]3[CH:53]=[C:52](OC)[C:51]([O:56][CH3:57])=[C:50](OC)[CH:49]=3)=[O:47])=[CH:42][CH:41]=[CH:40][N:39]=2)=[CH:33][CH:32]=1.Cl>CO>[CH3:57][O:56][C:51]1[CH:52]=[CH:53][C:48]([C:46](=[O:47])[CH:45]=[CH:44][C:43]2[C:38]([NH:37][C:34]3[CH:33]=[CH:32][C:31]([O:30][CH3:29])=[CH:36][CH:35]=3)=[N:39][CH:40]=[CH:41][CH:42]=2)=[CH:49][CH:50]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 74764'-MethoxyacetophenoneHCID 22917748HCID 22917748, compoundHCID 131732719HCID 131732719, compound

Product 1

HCID 131732720HCID 131732720, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4-methoxyacetophenone (65.72 mg, 0.438 mmol) in methanol (5 mL) was added 2N Ba(OH)2 solution (2 ml) and stirred for 5 minutes. Then added 2-(4-methoxyphenylamino)nicotinaldehyde (100 mg, 0.438 mmol) and the reaction mixture was stirred at a temperature of 30° C. for 6h and the reaction was monitored by TLC. After 8h the reaction mixture was acidified with 2N HCl. The resulting precipitate was filtered, washed thoroughly with water and dried over anhydrous CaCl2. The precipitate was recrystallized using ethanol to obtain pure (6l) (145 mg, 92% yield).

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed thoroughly with water
  3. dry with materialdried over anhydrous CaCl2
  4. customThe precipitate was recrystallized

Sources & evidence

ORD record
ord-2401c99d075345e293d61d98c62cc089
Source dataset
uspto-grants-2015_04
Patent number
US09006451B1

Reaction notes

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