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

HRID 471795

反応式

HRID 471795 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 962Water溶媒2 回

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-a7d320b1c39c49749b30377a2304fbb8
出典データセット
uspto-grants-2014_01
特許番号
US08633175B2

関連ノート

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