Ammonia → HCID 53677840, compound

HRID 1154169Notes

Reaction equation

HRID 1154169 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-32a89e3a4c14432d9e53a3f8b369c670
Source dataset
uspto-grants-1984_12
Patent number
US04487927

Reaction notes

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