Ammonia → HCID 53677840, compound

HRID 647676Notes

Reaction equation

HRID 647676 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 the 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 the 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-2246b41c43e447a8a4b9ee4f44ed2352
Source dataset
uspto-grants-1983_10
Patent number
US04409214

Reaction notes

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