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Synthesis method of 6-formyl methyl nicotinate

A technology of methyl formyl nicotinate and methyl methyl nicotinate, which is applied in the field of synthesis of methyl 6-formyl nicotinate, can solve the problems of expensive raw materials, high cost, pollution, etc., and achieve low raw material cost, Easy to operate and high conversion rate

Active Publication Date: 2021-10-01
CHEMFUTURE PHARMATECH JIANGSU
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  • Abstract
  • Description
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  • Application Information

AI Technical Summary

Benefits of technology

This patented process allows for efficient chemical reactions that produce only two types of compounds: 1) an alkoxy derivative or ester; and2) a halogenated amide called dichlorodimne (DDM). By adding different substances together during this process, it can be made more effective than just mixing them separately without losing their effectiveness due to uncontrollable side products from other reactants involved.

Problems solved by technology

This patented technical problem addressed in this patents relates to finding ways for producing cheaply pure chemicals called compounds containing both α-oxonicotinoids (αM) or other similar substances without causing environmental concerns such as heavy metal contamination during manufacturing processes.

Method used

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  • Synthesis method of 6-formyl methyl nicotinate
  • Synthesis method of 6-formyl methyl nicotinate
  • Synthesis method of 6-formyl methyl nicotinate

Examples

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Embodiment 1

[0025] A kind of synthetic method of 6-formyl nicotinic acid methyl ester, its concrete steps are as follows:

[0026] (1): Add glacial acetic acid (1000L), methyl 6-methylnicotinate (100kg) and anhydrous sodium acetate (218kg) successively in the dry reaction kettle, heat up to 50°C, add bromine (339kg) dropwise, The reaction was stirred for 18 hours after dropping; after the reaction, the reaction liquid was lowered to room temperature, filtered, and the obtained solid was washed with a large amount of water and dried to obtain methyl 6-tribromomethylnicotinate (200kg).

[0027] (2): Methanol (300L), ethyl acetate (750L) and methyl 6-tribromomethylnicotinate (150kg) were sequentially added to the dry reactor, stirred at room temperature, and sodium sulfite (150kg) was added dropwise in water (750L ) solution, keep stirring at 25°C for 1 hour after dripping; filter the reaction solution, let the filtrate stand for stratification, wash the organic phase with salt water, dry wi...

Embodiment 2

[0030] A kind of synthetic method of 6-formyl nicotinic acid methyl ester, its concrete steps are as follows:

[0031] (1): Add glacial acetic acid (90L), methyl 6-methylnicotinate (10kg) and anhydrous sodium acetate (18kg) in turn to the dry reaction kettle, heat up to 50°C, add bromine (31.7kg) dropwise , stirring and reacting for 18 hours after dripping; the reaction solution was lowered to room temperature, filtered, and the obtained solid was washed with a large amount of water and dried to obtain methyl 6-tribromomethyl nicotinate (18.5kg).

[0032] (2): Add methanol (27L), ethyl acetate (72L) and methyl 6-tribromomethylnicotinate (15kg) to the dry reaction kettle in turn, stir at room temperature, add sodium sulfite (13kg) dropwise in water (65L ) solution, keep stirring at 25°C for 1 hour after dripping; filter the reaction solution, let the filtrate stand for stratification, wash the organic phase with salt water, dry with anhydrous sodium sulfate, and concentrate the...

Embodiment 3

[0035] A kind of synthetic method of 6-formyl nicotinic acid methyl ester, its concrete steps are as follows:

[0036] (1): Add glacial acetic acid (120L), methyl 6-methylnicotinate (10kg) and anhydrous sodium acetate (26kg) in turn to the dry reaction kettle, heat up to 50°C, add bromine (35.8kg) dropwise , and stirred for 18 hours after dropping; the reaction solution was lowered to room temperature, filtered, and the obtained solid was washed with a large amount of water and dried to obtain methyl 6-tribromomethylnicotinate (19.5kg).

[0037] (2): Methanol (33L), ethyl acetate (78L) and methyl 6-tribromomethylnicotinate (15kg) were sequentially added to the dry reactor, stirred at room temperature, and sodium sulfite (17kg) was added dropwise in water (85L ) solution, keep stirring at 25°C for 1 hour after dripping; filter the reaction solution, let the filtrate stand for stratification, wash the organic phase with salt water, dry with anhydrous sodium sulfate, and concentr...

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Abstract

The invention discloses a synthesis method of 6-formyl methyl nicotinate, and the method comprises the following specific steps: (1) by taking 6-methyl methyl nicotinate as a raw material and glacial acetic acid as a solvent, reacting under the action of bromine and sodium acetate to generate 6-tribromomethyl methyl nicotinate; (2) removing one bromine from the 6-tribromomethyl methyl nicotinate under the action of a sodium sulfite aqueous solution to obtain 6-dibromomethyl methyl nicotinate; (3) reacting the 6-dibromomethyl methyl nicotinate with morpholine to generate the product 6-formyl methyl nicotinate. The synthesis method disclosed by the invention is lower in raw material cost, convenient to operate, higher in yield and suitable for industrial mass production.

Description

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Claims

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Application Information

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Owner CHEMFUTURE PHARMATECH JIANGSU
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