2-PHENYL-THIAZOLE-5-CARBOXYLIC ACID

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2-PHENYL-THIAZOLE-5-CARBOXYLIC ACID Basic information
Product Name:2-PHENYL-THIAZOLE-5-CARBOXYLIC ACID
Synonyms:2-PHENYL-THIAZOLE-5-CARBOXYLIC ACID;2-PHENYL-1,3-THIAZOLE-5-CARBOXYLICACID2-PHENYL-1,3-OXAZOLE-5-CARBOXYLICACID;2-phenyl-1,3-thiazole-5-carboxylic acid;2-Phenyl-5-carboxythiazole;2-phenyl-5-thiazolecarboxylic acid;5-Thiazolecarboxylic acid, 2-phenyl-
CAS:10058-38-5
MF:C10H7NO2S
MW:205.23
EINECS:
Product Categories:
Mol File:Mol File
2-PHENYL-THIAZOLE-5-CARBOXYLIC ACID Structure
2-PHENYL-THIAZOLE-5-CARBOXYLIC ACID Chemical Properties
Melting point 186 °C
Boiling point 420.5±37.0 °C(Predicted)
density 1.368±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka2.78±0.10(Predicted)
AppearanceWhite to off-white Solid
Safety Information
HazardClass IRRITANT
HS Code 2934208090
MSDS Information
2-PHENYL-THIAZOLE-5-CARBOXYLIC ACID Usage And Synthesis
Synthesis
5-Thiazolecarboxylic acid, 2-phenyl-, ethyl ester

172678-67-0

2-PHENYL-THIAZOLE-5-CARBOXYLIC ACID

10058-38-5

General procedure for the synthesis of 2-phenylthiazole-5-carboxylic acid from ethyl 2-phenylthiazole-5-carboxylate: to a solution of ethyl 2-phenylthiazole-5-carboxylate (3.2 g, 13.8 mmol) in methanol (50 mL) was added a sodium hydroxide solution (130 mL, 4 M). The reaction mixture was stirred at room temperature for 2 hours and subsequently concentrated under reduced pressure to remove methanol. The aqueous phase was acidified to pH=3 with aqueous hydrochloric acid (1 M) and subsequently extracted with ethyl acetate. The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated to give the crude product. The crude product was purified by silica gel column chromatography, eluting to give 2-phenylthiazole-5-carboxylic acid (2.3 g, 81.8% yield).MS m/z [ESI]: 206.0 [M+H]+.

References[1] Patent: US2018/271846, 2018, A1. Location in patent: Paragraph 0121; 0126; 0127
[2] Patent: WO2018/160878, 2018, A1. Location in patent: Page/Page column 288
[3] Journal of the American Chemical Society, 1943, vol. 65, p. 2167
[4] Helvetica Chimica Acta, 1944, vol. 27, p. 1432,1433
[5] Journal of Chemical Research, 2011, vol. 35, # 5, p. 313 - 316
2-PHENYL-THIAZOLE-5-CARBOXYLIC ACID Preparation Products And Raw materials
Raw materials5-Thiazolecarboxylic acid, 2-phenyl-, ethyl ester-->Methanol-->Sodium hydroxide
Tag:2-PHENYL-THIAZOLE-5-CARBOXYLIC ACID(10058-38-5) Related Product Information
4-TRIFLUOROMETHYL-THIAZOL-2-YLAMINE 2-PHENYL-4,7-DIAZAINDOLE 5-Thiazolecarboxylic acid, 2-phenyl-, methyl ester 2-PHENYL-1,3-THIAZOLE-5-CARBALDEHYDE 5-Thiazolecarboxylic acid, 2-phenyl-, ethyl ester (2-phenylthiazol-5-yl)Methanol