Hydrochloric Acid → HCID 54161649, compound

HRID 905396Notes

Reaction equation

HRID 905396 reaction equation
[NH2:1][C:2]1[O:6][N:5]=[C:4]([C:7](=[N:13][O:14][CH3:15])[C:8]([O:10]CC)=[O:9])[N:3]=1.[OH-].[Na+].Cl.[Cl-].[Na+]>>[NH2:1][C:2]1[O:6][N:5]=[C:4]([C:7](=[N:13][O:14][CH3:15])[C:8]([OH:10])=[O:9])[N:3]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 53677840HCID 53677840, compound

Product 1

HCID 54161649HCID 54161649, compoundYield 92.1%

Procedure

Ethyl 2-(5-amino-1,2,4-oxadiazol-3-yl)-2-methoxyiminoacetate (syn isomer) (2.5 g) was added to 1 N aqueous sodium hydroxide (14 ml), and the solution was stirred at ambient temperature for an hour. The reaction mixture was adjusted to pH 1.8 with 10% hydrochloric acid, salted out with sodium chloride, and then extracted with a mixture of ethyl acetate and tetrahydrofuran. After drying over anhydrous magnesium sulfate, the extract was evaporated to dryness to give a residue, which was washed with diisopropyl ether to obtain 2-(5-amino-1,2,4-oxadiazol-3-yl)-2-methoxyiminoacetic acid (syn isomer) (2.0 g).

Workup

  1. extractionextracted with a mixture of ethyl acetate and tetrahydrofuran
  2. dry with materialAfter drying over anhydrous magnesium sulfate
  3. customthe extract was evaporated to dryness
  4. customto give a residue, which
  5. washwas washed with diisopropyl ether

Sources & evidence

ORD record
ord-b695e51c132c4c259dd8a445c338ed27
Source dataset
uspto-grants-1983_12
Patent number
US04423213

Reaction notes

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