Hydrochloric Acid → HCID 54161649, compound

HRID 1381389Notes

Reaction equation

HRID 1381389 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 1N 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-cf5c47aac6ab41aebfa02410514540fb
Source dataset
uspto-grants-1986_04
Patent number
US04585860

Reaction notes

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