Ammonia → HCID 53677840, compound

HRID 1381388Notes

Reaction equation

HRID 1381388 reaction equation
ClC(Cl)(Cl)[C:3]1[O:7][N:6]=[C:5]([C:8](=[N:14][O:15][CH3:16])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:4]=1.[NH3:19]>>[NH2:19][C:3]1[O:7][N:6]=[C:5]([C:8](=[N:14][O:15][CH3:16])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:4]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 54206539HCID 54206539, compound

Product 1

HCID 53677840HCID 53677840, compound

Procedure

To ethyl 2-(5-trichloromethyl-1,2,4-oxadiazol-3-yl)-2-methoxyiminoacetate (syn isomer) (3.4 g) was added liquid ammonia (17 ml). After giving homogenous solution, it was poured into a petri dish, followed by removing liquid ammonia by ventilation. To the residue were added water and ethyl acetate, and the separated ethyl acetate solution was washed with an aqueous sodium chloride and dried over anhydrous magnesium sulfate. Removal of the solvent gave a residue, which was washed with diisopropyl ether to obtain ethyl 2-(5-amino-1,2,4-oxadiazol-3-yl)-2-methoxyiminoacetate (syn isomer) (1.75 g), mp 143°-146° C.

Workup

  1. customAfter giving homogenous solution, it
  2. additionwas poured into a petri dish
  3. customby removing liquid ammonia by ventilation
  4. additionTo the residue were added water and ethyl acetate
  5. washthe separated ethyl acetate solution was washed with an aqueous sodium chloride
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customRemoval of the solvent
  8. customgave a residue, which
  9. washwas washed with diisopropyl ether

Sources & evidence

ORD record
ord-42e09b9039fe4169a17d093272182915
Source dataset
uspto-grants-1986_04
Patent number
US04585860

Reaction notes

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