Methoxyacetyl chloride → HCID 14699293, compound

HRID 1165889Notes

Reaction equation

HRID 1165889 reaction equation
Cl.[NH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([NH2:11])[CH:10]=1)[C:6]#[N:7].[CH3:12][O:13][CH2:14][C:15](Cl)=[O:16]>N1C=CC=CC=1>[CH3:12][O:13][CH2:14][C:15]([NH:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([NH:11][C:15](=[O:16])[CH2:14][O:13][CH3:12])[CH:10]=1)[C:6]#[N:7])=[O:16]

Participants

4

Reactant 2

HCID 96623Methoxyacetyl chlorideHCID 19861188HCID 19861188, compound

Product 1

HCID 14699293HCID 14699293, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 3,5-diaminobenzonitrile monohydrochloride (5.1 g) in pyridine (100 ml) is added dropwise methoxyacetyl chloride (6.0 ml) at room temperature. The mixture is stirred at room temperature for 2 hours, and thereafter, pyridine is distilled off under reduced pressure. To the residue is added water and the mixture is extracted with ethyl acetate. The organic layer is washed with water and then with aqueous saturated sodium chloride solution and dried over anhydrous sodium sulfate. After distilling off the solvent, the resulting solid substance is recrystallized from ethyl acetate-n-hexane to give the title compound (3.2 g) having the following physical properties.

Workup

  1. distillationpyridine is distilled off under reduced pressure
  2. additionTo the residue is added water
  3. extractionthe mixture is extracted with ethyl acetate
  4. washThe organic layer is washed with water
  5. dry with materialwith aqueous saturated sodium chloride solution and dried over anhydrous sodium sulfate
  6. distillationAfter distilling off the solvent
  7. customthe resulting solid substance is recrystallized from ethyl acetate-n-hexane

Sources & evidence

ORD record
ord-9d88faf63d734cc9bb4f8590d76c6872
Source dataset
uspto-grants-1990_03
Patent number
US04912135

Reaction notes

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