Water → HCID 15745289, compound

HRID 2248764Notes

Reaction equation

HRID 2248764 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]([CH2:13][CH3:14])[CH2:11][CH3:12])[C:3]=1[C:4]#[N:5].N1C=CC=CC=1.[C:21]([O:24][CH2:25][C:26](Cl)=[O:27])(=[O:23])[CH3:22].O>C(Cl)Cl>[C:21]([O:24][CH2:25][C:26]([NH:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([N:10]([CH2:13][CH3:14])[CH2:11][CH3:12])[C:3]=1[C:4]#[N:5])=[O:27])(=[O:23])[CH3:22]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 26297Acetoxyacetyl chlorideHCID 12715723HCID 12715723, compound

Product 1

HCID 15745289HCID 15745289, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-amino-6-(diethylamino)benzonitrile (3 g) in methylene chloride (50 ml) is added pyridine (1.4 ml), and thereto is added dropwise acetoxyacetyl chloride (1.8 ml) which is cooled in an ice bath. The mixture is stirred at room temperature for 1 hour, and thereafter, water is added thereto, and the mixture is extracted with methylene chloride. The organic layer is dried over anhydrous sodium sulfate, and the solvent is distilled off under reduced pressure. The resulting residue is recrystallized from hexane to give the title compound (1.1 g) having the following physical properties.

Workup

  1. temperatureis cooled in an ice bath
  2. extractionthe mixture is extracted with methylene chloride
  3. dry with materialThe organic layer is dried over anhydrous sodium sulfate
  4. distillationthe solvent is distilled off under reduced pressure
  5. customThe resulting residue is recrystallized from hexane

Sources & evidence

ORD record
ord-fb2ab46065c8471f92346dd10113dc88
Source dataset
uspto-grants-1991_08
Patent number
US05041462

Reaction notes

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