Pyridine → HCID 14986281, compound

HRID 2248758Notes

Reaction equation

HRID 2248758 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[C:3]=1[C:4]#[N:5].N1C=CC=CC=1.[C:18]([O:21][CH2:22][C:23](Cl)=[O:24])(=[O:20])[CH3:19]>C(Cl)Cl>[C:18]([O:21][CH2:22][C:23]([NH:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][CH3:11])[C:3]=1[C:4]#[N:5])=[O:24])(=[O:20])[CH3:19]

Participants

5

Reactant 3

HCID 1049PyridineHCID 26297Acetoxyacetyl chlorideHCID 127157142-Amino-6-methoxybenzonitrile

Product 1

HCID 14986281HCID 14986281, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-amino-6-methoxybenzonitrile (3.7 g) in methylene chloride (50 ml) is added pyridine (2.4 ml), and thereto is added dropwise acetoxyacetyl chloride (2.7 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 (5.4 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-09e9c8d44ab848568061d485baffec1a
Source dataset
uspto-grants-1991_08
Patent number
US05041462

Reaction notes

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