Oxazole-5-carboxylic acid

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Oxazole-5-carboxylic acid Basic information
Product Name:Oxazole-5-carboxylic acid
Synonyms:1,3-Oxazole-5-carboxylic acid;1,3-Oxazole-5-carboxylic acid 98%;5-Oxazolecarboxylicacid(9CI);5-OXAZOLECARBOXYLIC ACID;Oxazole-5-carboxylic acid, 98+;5-Carboxy-1,3-oxazole;oxazol-5-carboxylic acid;5-Oxazolecarboxylic acid (9CI, ACI)
CAS:118994-90-4
MF:C4H3NO3
MW:113.07
EINECS:
Product Categories:Building Blocks;Oxazole;CARBOXYLICACID;blocks;Oxazoles
Mol File:118994-90-4.mol
Oxazole-5-carboxylic acid Structure
Oxazole-5-carboxylic acid Chemical Properties
Melting point 195-197
Boiling point 289.3±13.0 °C(Predicted)
density 1.449±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form solid
pka2.39±0.10(Predicted)
color Off-white to brown
Water Solubility Soluble in water.
InChI1S/C4H3NO3/c6-4(7)3-1-5-2-8-3/h1-2H,(H,6,7)
InChIKeyQCGMEWVZBGQOFN-UHFFFAOYSA-N
SMILESOC(=O)c1cnco1
Safety Information
Hazard Codes Xi
WGK Germany 3
Hazard Note Irritant
HS Code 2934999090
Storage Class13 - Non Combustible Solids
MSDS Information
Oxazole-5-carboxylic acid Usage And Synthesis
UsesDecarboxylative cross-coupling of thiazole and oxazole-5-carboxylic acids with aryl halides is reported.
Synthesis
ETHYL OXAZOLE-5-CARBOXYLATE

118994-89-1

OXAZOLE-5-CARBOXYLIC ACID

118994-90-4

General procedure for the synthesis of oxazole-5-carboxylic acid from ethyl oxazole-5-carboxylate: an aqueous solution of lithium hydroxide monohydrate (124.5 kg, prepared by dissolving 49.44 kg of lithium hydroxide monohydrate in 319 kg of water, 398 mol) was slowly added to a solution of ethyl oxazole-5-carboxylate (54 kg, 382.7 mol) in water (54 kg), the reaction The temperature was kept below 25°C during the reaction. the reaction mixture was stirred for 6.5 h and then concentrated. Subsequently, an aqueous HCl solution (64.8 kg) was slowly added while keeping the temperature below 25°C. The mixture was cooled to 5°C and maintained for 1 h to promote crystallization. The crystalline product was collected by filtration, washed sequentially with cold water (88 kg) and isopropanol (171 kg) and finally dried under vacuum at 50 °C to give oxazole-5-carboxylic acid (37.88 kg, 87% yield). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 13.68 (br.s, 1H), 8.59 (s, 1H), 7.88 (s, 1H).

References[1] Patent: WO2016/193255, 2016, A1. Location in patent: Page/Page column 21
[2] Patent: WO2018/29126, 2018, A1. Location in patent: Page/Page column 49
Oxazole-5-carboxylic acid Preparation Products And Raw materials
Raw materialsEthyl oxazole-5-carboxylate
Tag:Oxazole-5-carboxylic acid(118994-90-4) Related Product Information
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