Pyridine → HCID 14986278, compound

HRID 2248755Notes

Reaction equation

HRID 2248755 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][CH3:12])[C:3]=1[C:4]([NH2:6])=[O:5].N1C=CC=CC=1.[C:19]([O:22][CH2:23][C:24](Cl)=[O:25])(=[O:21])[CH3:20]>C(Cl)Cl>[C:19]([O:22][CH2:23][C:24]([NH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][CH3:12])[C:3]=1[C:4]([NH2:6])=[O:5])=[O:25])(=[O:21])[CH3:20]

Participants

5

Reactant 3

HCID 1049PyridineHCID 26297Acetoxyacetyl chlorideHCID 15745288HCID 15745288, compound

Product 1

HCID 14986278HCID 14986278, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-amino-6-(methylamino)benzamide (3.6 g) in methylene chloride (100 ml) is added pyridine (4.8 ml), and thereto is added dropwise acetoxyacetyl chloride (3.2 ml) which is cooled in an ice bath. The mixture is stirred at room temperature for 1 hour, and thereafter, the solvent is distilled off under reduced pressure. The resulting crude crystals are washed with water and ether and then are recrystallized from ethanol to give the title compound (4.2 g) having the following physical properties.

Workup

  1. temperatureis cooled in an ice bath
  2. distillationthe solvent is distilled off under reduced pressure
  3. washThe resulting crude crystals are washed with water and ether
  4. customare recrystallized from ethanol

Sources & evidence

ORD record
ord-74d34e212fd546e1be997051e01b5575
Source dataset
uspto-grants-1991_08
Patent number
US05041462

Reaction notes

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