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Synthetic method of 2-hydroxypyridine compound

A technology of hydroxypyridine and synthetic method, applied in the direction of organic chemistry, etc., can solve the problems of high raw material price, many synthetic steps, low yield, etc., achieve the effect of fewer steps, simple synthetic process, and improved yield

Inactive Publication Date: 2010-10-13
浙江科源化工有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0011] The purpose of the present invention is to provide a kind of synthetic method of 2-hydroxypyridine compound, to overcome prior art to 2-hydroxypyridine compound synthetic step is many, productive rate is low and the problem such as raw material price is high

Method used

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  • Synthetic method of 2-hydroxypyridine compound
  • Synthetic method of 2-hydroxypyridine compound
  • Synthetic method of 2-hydroxypyridine compound

Examples

Experimental program
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Effect test

Embodiment 1

[0032] Put 2,6-dichloropyridine (4kg, 26.8mol) and tert-butanol (16L) into a 50L kettle, prepare a solution of sodium tert-butoxide (4kg, 41.7mol) in tert-butanol (6.5L), and add it to the kettle , warmed to reflux, reacted for 16 hours, removed tert-butanol, added 10.7 L of water to the solid, and adjusted the pH value to 5-6 with concentrated hydrochloric acid, added 40% (v / v) HBr aqueous solution, heated and stirred overnight, cooled and filtered, 2.5 kg of beige crystals of 6-chloro-2-hydroxypyridine were obtained, with a yield of 70%.

Embodiment 2

[0034] 2,3-Dichloropyridine (1740g, 11.76mol) and tert-butanol (9L) were added to a 20L kettle, sodium tert-butoxide (2032g, 21.17mol) was added to the reaction solution, the temperature was raised to reflux, and the reaction solution gradually Thin and easy to stir, reflux for 16 hours to remove tert-butanol, add 4.7L of water to the solid and adjust the pH value to neutral with concentrated HCl, add 40% HBr (800ml) and heat and stir for 6 hours, then cool to precipitate 3-chloro-2-hydroxypyridine Off-white crystal 1050g, yield 70%.

Embodiment 3

[0036] Add 2-chloro-3-methylpyridine (1275g, 10mol) and tert-butanol (8L) into a 20L kettle, add sodium tert-butoxide (2032g, 21.17mol) into the reaction solution, raise the temperature to reflux, and react for 16h , to remove tert-butanol, add 4L of water to the solid and adjust the pH value to 5-6 with concentrated HCl, add 40% HBr (1000ml) and heat and stir for 10h, cool and precipitate 708g of off-white crystals of 3-methyl-2-hydroxypyridine, and collect rate of 65%.

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Abstract

The invention relates to a synthetic method of a 2-hydroxypyridine compound. 2-chloropyridine compound is used as an initiation raw material in the method, and the 2-hydroxypyridine compound can be prepared in one reaction container only by two-step reaction which can be operated continuously without complete processing of intermediate steps. The synthetic method of the invention remarkably improves the yield of the product, effectively shortens the reaction time, enables the reaction condition to be milder, saves the production cost, and ensures that the 2-hydroxypyridine compound has industrial application value.

Description

technical field [0001] The invention relates to a synthesis method of pyridine compounds, in particular to a synthesis method of 2-hydroxypyridine compounds. Background technique [0002] The 2-hydroxyl pyridine compound is an important class of fine chemical intermediates, and has important applications in biomedicine, organic synthesis, catalyst preparation, and liquid crystal mixed monomers, such as: 2-chloro-6-hydroxypyridine and 2 -Methyl-6-hydroxypyridine is used as M in the field of catalyst preparation 2 L 4 The L-structure complex of the structure effectively shortens the distance between two metal atoms (M) and has a good catalytic effect, so it has always been one of the hot spots in the field of catalyst research. , US Patent US5629428 discloses that 3-chloropyridine compounds synthesized from 3-chloro-2-hydroxypyridine have become important monomers in liquid crystal mixtures. In addition, the pyridine compounds with the 2-hydroxyl group have good activities ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/64
Inventor 张建荣葛建华常东亮
Owner 浙江科源化工有限公司
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