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Purifying method of 2-chloromethyl-4-methoxyl-3,5-dimethylpyridine chloride

A technology of lutidine hydrochloride and lutidine, which is applied in the chemical field, can solve the problems of high solvent cost, influence on yield, hidden safety hazards, etc., and achieve the effects of cost reduction, simple operation, and favorable industrial production

Active Publication Date: 2010-02-17
JIANGSU ZHONGBANG PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, in the process of technical production, ether is very prone to explosion, which becomes a safety hazard, and the cost of solvent is high, which is not conducive to production competition, and the purity of the obtained product is only about 98% by HPLC detection.
In addition, isopropanol will also dissolve the target product and wash it off together, affecting the yield

Method used

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  • Purifying method of 2-chloromethyl-4-methoxyl-3,5-dimethylpyridine chloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1: 2-chloromethyl-4-methoxy-3,5 obtained by using 3,5-lutidine as a raw material through oxidation, nitration, methoxylation, acetylation, hydrolysis, and chlorination steps -The lutidine hydrochloride reaction liquid obtained 100g of brown solid after removing the solvent, and washed with a mixed solvent with a volume ratio of acetone:petroleum ether=2:1, and washed 2 to 3 times, with an amount of 150ml / time. After filtering and drying in an oven at 50° C. for 1 hour, 85 g of white crystal 2-chloromethyl-4-methoxy-3,5-lutidine hydrochloride was obtained, and the purity analysis by HPLC was 99.54%.

Embodiment 2

[0022] Example 2: Using 2,3,5-collidine as raw material, 2-chloromethyl-4-methoxy- The 3,5-lutidine hydrochloride reaction solution was desolvated to obtain 100 g of a brown solid, which was washed with a mixed solvent of acetone:petroleum ether=2.5:1, and washed 2 to 3 times with a dosage of 200ml / time; After drying in an oven at 80° C. for 2 hours, 83.6 g of white crystal 2-chloromethyl-4-methoxy-3,5-lutidine hydrochloride was obtained, and the purity analysis by HPLC was: 99.49%.

Embodiment 3

[0023] Example 3: Using 3,5-lutidine as a raw material to obtain 100 g of solids through oxidation, nitration, methoxylation, acetylation, hydrolysis, and chlorination steps, the volume ratio is acetone:petroleum ether=3:1 Wash with a mixed solvent, wash 2 to 3 times, the dosage is 200ml / time; filter and oven dry for 1 hour to obtain 82.01g of white crystal 2-chloromethyl-4-methoxy-3,5-dimethyl Pyridine hydrochloride, HPLC purity analysis: 99.51%.

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Abstract

The invention relates to a purifying method of 2-chloromethyl-4-methoxyl-3,5-dimethylpyridine chloride, and the method comprises the following steps: adopting 3,5-dimethylpyridine as raw material to prepare 2-chloromethyl-4-methoxyl-3,5-dimethylpyridine chloride through the steps of oxidation, nitration, methoxylation, methylation, oxidation and chloro substitution or adopts 2,3,5-trimethylpyridine as raw material to prepare 2-chloromethyl-4-methoxyl-3,5-dimethylpyridine chloride through the steps of oxidation, nitration, methoxylation, acetylation, hydrolyzation and chloro substitution, removing the solvent of the obtained 2-chloromethyl-4-methoxyl-3,5-dimethylpyridine chloride reaction solution though the chlorination reaction, washing with organic solvent, filtrating and drying to obtain solid 2-chloromethyl-4-methoxyl-3,5-dimethylpyridine chloride. The purity of the product obtained by the method of the invention can reach above 99%, the operation is simple, and the method reducesthe cost of the prior art and is beneficial for industrial production.

Description

Technical field: [0001] The invention belongs to the field of chemistry, and in particular relates to a method for purifying 2-chloromethyl-4-methoxy-3,5-lutidine hydrochloride. The method is mainly to separate and purify 2- Chloromethyl-3,5-dimethyl-4-methoxypyridine hydrochloride. Background technique: [0002] 2-Chloromethyl-4-methoxy-3,5-lutidine hydrochloride is a key intermediate of omeprazole, and omeprazole is a proton pump inhibitor (PPI) used for the treatment of peptic ulcer ). Because in the synthetic process of 2-chloromethyl-4-methoxy-3,5-lutidine hydrochloride, 3,5-lutidine is used as raw material through oxidation, nitration, methoxylation, Methylation, oxidation, chlorination; or use 2,3,5-collidine as a raw material to undergo oxidation, nitration, methoxylation, acetylation, hydrolysis, chlorination and other steps (all are industrial conventional production methods) Produce 2,3,5-collidine, 2,3,5-trimethyl-4-methoxypyridine-N-oxide, 3,5-dimethyl-4-meth...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/68
Inventor 薛谊秦必政王文奎邢华忠江涛
Owner JIANGSU ZHONGBANG PHARMA
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