Hydrochloric Acid → 2-(4-Hydroxyphenyl)-1,3-thiazole-4-carboxylic acid

HRID 471795

Reaktionsgleichung

Reaktionsgleichung von HRID 471795
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[S:10])[NH2:9])=[CH:4][CH:3]=1.[OH-].[K+].Br[CH2:14][C:15](=O)[C:16]([OH:18])=[O:17].Cl>O.CO>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[S:10][CH:14]=[C:15]([C:16]([OH:18])=[O:17])[N:9]=2)=[CH:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 70684Bromopyruvic AcidHCID 27593444-Hydroxythiobenzamide

Produkt 1

HCID 1357678972-(4-Hydroxyphenyl)-1,3-thiazole-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittel2×HCID 962WaterLösungsmittel2×

Versuchsvorschrift

4-Hydroxybenzenecarbothioamide (1.53 g, 10 mmol) and potassium hydroxide (1.50 g, 26.8 mmol) were dissolved in a mixture of 60 ml of water and 15 ml of methanol. A solution of bromopyruvic acid (1.67 g, 10 mmol) in 10 ml of methanol was added dropwise at room temperature. The resulting mixture was heated to reflux for 1.5 h, cooled to room temperature, poured into 100 ml of water and adjusted with 0.2N HCl solution to pH2. The mixture was placed in a refrigerator for 15 h. The title compound was obtained by filtration as a brown solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 6.82 (d, 2H), 7.78 (d, 2H), 8.37 (s, 1H), 10.05 (s, 1H), 13.00 (s, 1H).

Aufarbeitung

  1. temperatureThe resulting mixture was heated
  2. temperatureto reflux for 1.5 h

Quellen und Nachweise

ORD-Eintrag
ord-a7d320b1c39c49749b30377a2304fbb8
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08633175B2

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