Sodium Hydroxide → 2-Amino-4-methyl-thiazole-5-carboxylic acid

HRID 45308

Reaktionsgleichung

Reaktionsgleichung von HRID 45308
[NH2:1][C:2]1[S:3][C:4]([C:8]([O:10]CC)=[O:9])=[C:5]([CH3:7])[N:6]=1.[OH-].[Na+]>O1CCCC1.O>[NH2:1][C:2]1[S:3][C:4]([C:8]([OH:10])=[O:9])=[C:5]([CH3:7])[N:6]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 343747Ethyl 2-amino-4-methylthiazole-5-carboxylate

Produkt 1

HCID 8322432-Amino-4-methyl-thiazole-5-carboxylic acidAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of ethyl 2-amino-4-methylthiazole-5-carboxylate (6.58 g, 35.5 mmol) and NaOH (5.40 g, 135.00 mmol) in tetrahydrofuran (60 mL) and water (30 mL) was heated to reflux overnight. Tetrahydrofuran was removed by evaporation, and the residue was neutralized with 5% hydrochloric acid solution to pH 5˜6. The precipitate obtained was collected by filtration and dried to afford 2-amino-4-methylthiazole-5-carboxylic acid (5.20 g, 94%); 1H NMR (DMSO-d6, 300 MHz) δ 7.63 (s, 2H), 2.30 (s, 3H). MS (ES+) m/z 159.1 (M+1).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customTetrahydrofuran was removed by evaporation
  4. customThe precipitate obtained
  5. filtrationwas collected by filtration
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-80b00884331e40f7ae8f1fced1fd8601
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08541457B2

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