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Synthesis of 1-isobutyl-2-methyl imidazole

A technology of methyl imidazole and synthesis method, applied in directions such as organic chemistry, can solve the problem of high cost, and achieve the effects of low cost, high yield and improved yield

Active Publication Date: 2009-04-08
ABA CHEM SHANGHAI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

), but the cost is higher

Method used

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Experimental program
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Effect test

Embodiment 1

[0014] According to the mol ratio of the raw material material that present embodiment adopts is 2-methylimidazole: chloroisobutane=1: 1.2, the specific operation steps of this method are as follows:

[0015] Add 25ml of triethylamine to 100ml of toluene, add 12.3g of 2-methylimidazole, heat to 60~65°C, after dissolving, slowly add 16.7g of chloroisobutane dropwise at this temperature, after the dropwise addition is completed Keep warm at 60-65°C for 3 hours, slowly heat up to 100-110°C after 3 hours, and keep warm at this temperature for 5 hours. After the heat preservation is completed, cool to below 10°C, filter, distill the filtrate, collect 96-98°C (4.5 mmHg) fraction 13g, which is 1-isobutyl-2-methylimidazole. Based on 2-methylimidazole, the molar yield of this method is 63%.

Embodiment 2

[0017] Add 6 grams of sodium hydroxide, 0.1 grams of phase transfer catalyst tetrabutylammonium iodide to 100 milliliters of toluene, add 12.3 grams of 2-methylimidazole, heat to 60-65 ° C, slowly drop 16.7 grams of chlorine at this temperature Substituted isobutane, after the dropwise addition, keep warm at 60-65°C for 3 hours, slowly heat up to 100-110°C after 3 hours, and keep warm at this temperature for 5 hours, cool to below 10°C after the heat preservation is completed, filter, The filtrate was distilled, and 14.3 grams of distillate at 96-98°C (4.5 mmHg) was collected, which was 1-isobutyl-2-methylimidazole. Based on 2-methylimidazole, the molar yield of this method is 69%.

Embodiment 3

[0019] Add 6 grams of sodium hydroxide and 12.3 grams of 2-methylimidazole into 100 milliliters of DMF, heat to 50-55 ° C, and keep it warm for 1 hour. After the heat preservation is completed, slowly add 16.7 grams of chloroisobutane dropwise at this temperature After the dropwise addition, keep it warm at 60-65°C for 3 hours, slowly raise the temperature to 100-110°C after 3 hours, and keep it at this temperature for 3 hours. After the heat preservation is completed, cool to below 10°C and filter. 15.7 grams of distillate at 98°C (4.5mmHg) is 1-isobutyl-2-methylimidazole. Based on 2-methylimidazole, the molar yield of this method is 75.8%.

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Abstract

The invention relates to a method for synthesizing 1-isobutyl-2-methylimidazole. 2-methylimidazole and isobutyl chloride are subjected to substitution reaction in the presence of solvent and an acid-binding agent to obtain the 1-isobutyl-2-methylimidazole, wherein the temperature of the substitution reaction is between 50 and 110 DEG C; and the mol ratio of the 2-methylimidazole to the isobutyl chloride is between 1:1.1 and 1:1.5. The method has the advantages of easily-obtained raw materials, high yield and low cost.

Description

technical field [0001] The invention belongs to the field of organic synthesis, in particular to a method for synthesizing 1-isobutyl-2-methylimidazole. Background technique [0002] 1-isobutyl-2-methylimidazole is an important coating additive and pharmaceutical intermediate. Literature does not yet have the report of this compound synthesis, and the synthesis of similar compound is mainly prepared by 2-methylimidazole and iodoalkane, although this method has higher yield (in terms of 2-methylimidazole, molar yield 70-90%.), but the cost is higher. Contents of the invention [0003] The technical problem to be solved by the present invention is to provide a synthetic method of 1-isobutyl-2-methylimidazole with readily available raw materials, high yield and low cost. [0004] In order to solve the above technical problems, the present invention takes the following technical solutions: [0005] A kind of synthetic method of 1-isobutyl-2-methylimidazole, by the substitut...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/58
Inventor 高兴安林靖蔡彤
Owner ABA CHEM SHANGHAI
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