3-Pyridinecarboxylic acid, 5-hydroxy-6-iodo-, ethyl ester

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3-Pyridinecarboxylic acid, 5-hydroxy-6-iodo-, ethyl ester Basic information
Product Name:3-Pyridinecarboxylic acid, 5-hydroxy-6-iodo-, ethyl ester
Synonyms:3-Pyridinecarboxylic acid, 5-hydroxy-6-iodo-, ethyl ester;5-hydroxy-6-iodo-3-Pyridinecarboxylic acid ethyl ester;5-Hydroxy-6-iodo-nicotinic acid ethyl ester;ethyl 5-hydroxy-6-iodonicotinate
CAS:59288-40-3
MF:C8H8INO3
MW:293.06
EINECS:
Product Categories:
Mol File:59288-40-3.mol
3-Pyridinecarboxylic acid, 5-hydroxy-6-iodo-, ethyl ester Structure
3-Pyridinecarboxylic acid, 5-hydroxy-6-iodo-, ethyl ester Chemical Properties
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
3-Pyridinecarboxylic acid, 5-hydroxy-6-iodo-, ethyl ester Usage And Synthesis
Synthesis
Ethyl 5-hydroxynicotinate

59288-38-9

3-Pyridinecarboxylic acid, 5-hydroxy-6-iodo-, ethyl ester

59288-40-3

General procedure for the synthesis of ethyl 5-hydroxy-6-iodo-3-pyridinecarboxylate from ethyl 5-hydroxynicotinate: a solution of ethyl 5-hydroxynicotinate was added to water (15 L), followed by sodium carbonate (733 g, 30.7 mol) and iodine (965 g, 15.3 mol). The reaction was carried out at room temperature with stirring for 2 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) (unfolding agent: petroleum ether/ethyl acetate = 1/1, Rf = 0.8) and after confirming the completion of the reaction, the pH was adjusted to 7 by slowly adding 1N hydrochloric acid to the reaction solution, when a solid precipitated. The solid product was collected by filtration and dried under reduced pressure to give ethyl 5-hydroxy-6-iodo-3-pyridinecarboxylate (925 g) as a yellow solid in 82.5% yield.

References[1] Patent: CN105418620, 2016, A. Location in patent: Paragraph 0008; 0032; 0033
3-Pyridinecarboxylic acid, 5-hydroxy-6-iodo-, ethyl ester Preparation Products And Raw materials
Raw materialsEthyl 5-hydroxynicotinate-->5-Hydroxynicotinic acid-->iodine-->Sodium carbonate
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