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

HRID 471795

반응식

HRID 471795 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 962Water용매2회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-a7d320b1c39c49749b30377a2304fbb8
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633175B2

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