5-(2-Furyl)isoxazole-3-carboxylic acid

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5-(2-Furyl)isoxazole-3-carboxylic acid Basic information
Product Name:5-(2-Furyl)isoxazole-3-carboxylic acid
Synonyms:5-(2-furanyl)-3-isoxazolecarboxylic acid;TIMTEC-BB SBB007153;5-(2-furyl)-3-isoxazolecarboxylic acid;5-FURAN-2-YL-ISOXAZOLE-3-CARBOXYLIC ACID;AKOS B022856;AKOS PAO-1387;AKOS BBS-00006855;ART-CHEM-BB B022856
CAS:98434-06-1
MF:C8H5NO4
MW:179.13
EINECS:
Product Categories:Oxazole&Isoxazole
Mol File:98434-06-1.mol
5-(2-Furyl)isoxazole-3-carboxylic acid Structure
5-(2-Furyl)isoxazole-3-carboxylic acid Chemical Properties
Melting point 151 °C
Boiling point 418.4±35.0 °C(Predicted)
density 1.420±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Store in freezer, under -20°C
pka3.33±0.10(Predicted)
AppearanceWhite to yellow Solid
CAS DataBase Reference98434-06-1(CAS DataBase Reference)
Safety Information
Risk Statements 36/37/38
Safety Statements 22-26-36/37/39
HazardClass IRRITANT
HS Code 2932190090
MSDS Information
5-(2-Furyl)isoxazole-3-carboxylic acid Usage And Synthesis
Synthesis
ETHYL 5-(2-FURYL)ISOXAZOLE-3-CARBOXYLATE

33545-40-3

5-(2-FURYL)ISOXAZOLE-3-CARBOXYLIC ACID

98434-06-1

General procedure for the synthesis of 5-(2-furanyl)isoxazole-3-carboxylic acid from ethyl 5-(furan-2-yl)isoxazole-3-carboxylate: 1N aqueous lithium hydroxide solution (80 mL) was slowly added to a mixed solution of THF (130 mL) and methanol (25 mL) containing ethyl 5-(furan-2-yl)isoxazole-3-carboxylate (4.14 g). The reaction mixture was stirred at room temperature for 15 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was acidified by adding 1N hydrochloric acid to the residue until a solid precipitated. The solid product was collected by filtration and washed with distilled water. After drying, 3.22 g of 5-(2-furyl)isoxazole-3-carboxylic acid (yield: 90%) was obtained as a white solid. [178] 1H-NMR (acetone-d6, 200 MHz) δ: 7.90-7.86 (m, 1H), 7.19 (d, 1H), 7.00 (s, 1H), 6.77-6.73 (m, 1H).

References[1] Patent: WO2009/5269, 2009, A2. Location in patent: Page/Page column 18
[2] Patent: US2009/131336, 2009, A1. Location in patent: Page/Page column 12
[3] Patent: WO2007/78113, 2007, A1. Location in patent: Page/Page column 36
[4] Gazzetta Chimica Italiana, 1958, vol. 88, p. 879,896
5-(2-Furyl)isoxazole-3-carboxylic acid Preparation Products And Raw materials
Raw materialsEthyl 5-(2-furyl)isoxazole-3-carboxylate-->Lithium hydroxide-->Hydrochloric acid-->Water-->Tetrahydrofuran-->Methanol
Tag:5-(2-Furyl)isoxazole-3-carboxylic acid(98434-06-1) Related Product Information
[5-(2-Furyl)isoxazol-3-yl]methanol Ethyl 5-(2-furyl)isoxazole-3-carboxylate 5-(2-Furyl)isoxazole-3-carboxylic acid 5-(2-Furyl)isoxazole-3-carbaldehyde [5-(furan-2-yl)-1,2-oxazol-3-yl]methyl furan-2-carboxylate 3-Isoxazolecarboxylic acid, 5-(3-methyl-2-benzofuranyl)-