Ethyl Acetate → 2-(2-Methanesulfonamido-1,3-thiazol-4-yl)acetic acid

HRID 127103

Reaktionsgleichung

Reaktionsgleichung von HRID 127103
[OH-].[K+].[CH3:3][S:4]([NH:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][C:14]([O:16]CC)=[O:15])[N:12]=1)(=[O:6])=[O:5].C(OCC)(=O)C>O>[CH3:3][S:4]([NH:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13][C:14]([OH:16])=[O:15])[N:12]=1)(=[O:5])=[O:6]

Komponenten

5

Versuchsvorschrift

To a solution of potassium hydroxide (2.9 g.) in water (80 ml.) was added ethyl 2-methanesulfonamidothiazol-4-ylacetate (9.1 g.) under ice-cooling and stirring, and the mixture was stirred for 1 hour at room temperature. After the reaction, to the reaction mixture was added a mixture of water and ethyl acetate, and then the aqueous layer was separated. The remaining ethyl acetate layer was extracted twice with 10% hydroxide aqueous solution. The extracts were combined with the above obtained aqueous layer, and the mixture was acidified with hydrochloric acid under ice-cooling. The precipitated crystals were collected by filtration, washed with water and dried to give 2-methanesulfonamidothiazol-4-ylacetic acid (5.94 g.), mp 158°-160° C. (dec.).

Aufarbeitung

  1. temperaturecooling
  2. stirringthe mixture was stirred for 1 hour at room temperature
  3. customAfter the reaction
  4. additionto the reaction mixture was added
  5. customthe aqueous layer was separated
  6. extractionThe remaining ethyl acetate layer was extracted twice with 10% hydroxide aqueous solution
  7. temperaturecooling
  8. filtrationThe precipitated crystals were collected by filtration
  9. washwashed with water
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b087c7777af54fa09f7e39a51b4c0f64
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04254260

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