Hydrochloric Acid → HCID 54039609, compound

HRID 1902731Notes

Reaction equation

HRID 1902731 reaction equation
[OH-].[Na+].[CH3:3][O:4][N:5]=[C:6]([C:12]1[N:13]=[C:14]([CH3:17])[S:15][CH:16]=1)[C:7]([O:9]CC)=[O:8].Cl>C(O)C>[CH3:3][O:4][N:5]=[C:6]([C:12]1[N:13]=[C:14]([CH3:17])[S:15][CH:16]=1)[C:7]([OH:9])=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53983477HCID 53983477, compound

Product 1

HCID 54039609HCID 54039609, compoundYield 53.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

1 N-Aqueous solution of sodium hydroxide (1.5 ml.) was added to a solution of ethyl 2-methoxyimino-2-(2-methyl-1,3-thiazol-4-yl)acetate (syn isomer) (0.3 g.) in ethanol (5 ml.) and the resulting mixture was stirred for 2 hours at 40° C. The reaction mixture was adjusted to pH 7.0 with 10% hydrochloric acid, concentrated under reduced pressure, adjusted to pH 1.5 with 10% hydrochloric acid and extracted with ethyl acetate. The extract was washed with water and a saturated sodium chloride aqueous solution and dried over magnesium sulfate. The solvent was distilled off to give crystalline substance of 2-methoxyimino-2-(2-methyl-1,3-thiazol-4-yl)acetic acid (syn isomer) (0.14 g.).

Workup

  1. concentrationconcentrated under reduced pressure
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with water
  4. dry with materiala saturated sodium chloride aqueous solution and dried over magnesium sulfate
  5. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-621fca4db1794806befaff0083141650
Source dataset
uspto-grants-1982_12
Patent number
US04364943

Reaction notes

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