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Sodium Hydroxide → 2-Methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetic acid

HRID 444255
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 444255
[OH-].[Na+].[CH3:3][O:4][N:5]=[C:6]([C:12]1[N:13]=[N:14][S:15][CH:16]=1)[C:7]([O:9]CC)=[O:8]>CO>[CH3:3][O:4][N:5]=[C:6]([C:12]1[N:13]=[N:14][S:15][CH:16]=1)[C:7]([OH:9])=[O:8]
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Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 53899707Ethyl 2-methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetate

Produkt 1

HCID 543473402-Methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetic acidAusbeute 67,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1 N Aqueous solution of sodium hydroxide (6.7 ml.) was added to a solution of ethyl 2-methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetate (syn isomer) (1.2 g.) in methanol (10 ml.) and the mixture was stirred for 1.5 hours at ambient temperature. Methanol was distilled off from the reaction mixture and water was added to the residue. The mixture was washed with ether, adjusted to pH 1 with 10% hydrochloric acid and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate. The solvent was distilled off to give prisms of 2-methoxyimino-2-(1,2,3-thiadiazol-4-yl)acetic acid (syn isomer) (0.7 g.), mp 110° to 113° C.

Aufarbeitung

  1. distillationMethanol was distilled off from the reaction mixture and water
  2. additionwas added to the residue
  3. washThe mixture was washed with ether
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with a saturated aqueous solution of sodium chloride
  6. dry with materialdried over magnesium sulfate
  7. distillationThe solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-9187d69139414b1aa9c219c22b38ed31
Quelldatensatz
uspto-grants-1981_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04263291

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