Hydrochloric Acid → HCID 131732722, compound

HRID 1470531Notes

Reaction equation

HRID 1470531 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[C:6]([O:12][CH3:13])[CH:5]=1)=[O:3].[CH3:14][O:15][C:16]1[CH:17]=[C:18]([NH:26][C:27]2[N:34]=[CH:33][CH:32]=[CH:31][C:28]=2[CH:29]=O)[CH:19]=[C:20]([O:24][CH3:25])[C:21]=1[O:22][CH3:23].COC1C=CC(NC2C(C=CC(C3C=C(OC)C(OC)=C(OC)C=3)=O)=CC=CN=2)=CC=1.Cl>CO>[CH3:13][O:12][C:6]1[CH:5]=[C:4]([C:2](=[O:3])[CH:1]=[CH:29][C:28]2[C:27]([NH:26][C:18]3[CH:19]=[C:20]([O:24][CH3:25])[C:21]([O:22][CH3:23])=[C:16]([O:15][CH3:14])[CH:17]=3)=[N:34][CH:33]=[CH:32][CH:31]=2)[CH:9]=[CH:8][C:7]=1[O:10][CH3:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 143283,4-Dimethoxyphenyl methyl ketoneHCID 21284351HCID 21284351, compoundHCID 131732719HCID 131732719, compound

Product 1

HCID 131732722HCID 131732722, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3,4-dimethoxyacetophenone (124 mg, 0.692 mmol) in methanol (5 mL) was added 2N Ba(OH)2 solution (2 ml) and stirred for 5 minutes. Then 2-(3,4,5-trimethoxyphenylamino)nicotinaldehyde (200 mg, 0.692 mmol) added and the reaction mixture was stirred at a temperature of 30° C. for 6h and the reaction was monitored by TLC. After 8h then reaction mixture is 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 (6w) (254.7 mg, 82% 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-4c96b6b81a934bf1aff761ba04856783
Source dataset
uspto-grants-2015_04
Patent number
US09006451B1

Reaction notes

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