Small organic molecule with effect of identifying ethylamine, diethylamine and triethylamine and identification method thereof

Abstract

The invention discloses a small organic molecule with the effect of identifying ethylamine, diethylamine and triethylamine, namely 5-(4-Boc amino phenyl) isoxazole-3-ethyl carboxylate. The structure of the small organic molecule is described in the specification. A specific identification method comprises the following steps: firstly dissolving 5-(4-Boc amino phenyl) isoxazole-3-ethyl carboxylate into methanol or ethanol to obtain a transparent solution, then respectively adding ethylamine, diethylamine and triethylamine into the solution and uniformly mixing, and then standing for 1-5 minutes at room temperature, wherein a system with ethylamine is solidified to form compact gel, a system with diethylamine forms crystals, and a system with triethylamine is still the transparent solution. 5-(4-Boc amino phenyl) isoxazole-3-ethyl carboxylate disclosed by the invention is simple in structure and preparation and can be prepared on a large scale, so as to meet research and application requirements. An alcoholic solution of the small organic molecule has a behavior of rapidly identifying ethylamine, diethylamine and triethylamine, so that the small organic molecule has application value in the aspects of medical detection and biological test or identification on ethylamine, lower aliphatic amine, aromatic amine and the like.

Description

technical field

[0001] The invention relates to the field of organic chemistry and supermolecules, in particular to a supramolecular system for chemical reaction regulation. Background technique

[0002] Small organic molecules can usually undergo certain changes under certain chemical or physical conditions. It is very meaningful to find and invent an organic molecule with a simple structure, and use its chemical changes and phenomena to identify and detect certain substances. Amines are common organic substances that widely exist in living organisms. Finding and inventing a chemical substance that can identify ethylamine and low-level organic amines, especially the visual identification through different changes in appearance and phase, has a certain biological and medical value. There is a literature report on a small organic molecule (invention patent with application number 201510120045.7), whose methanol solution can show different appearances to lithium hydroxide, so...

Examples

Embodiment 1

[0023] Synthesis of ethyl 5-(4-Bocaminophenyl)isoxazole-3-carboxylate

[0024] In a 2000mL three-neck flask with a reflux condenser, mechanical stirring was used. Add 1000mL of ethanol to the three-neck flask. Weigh 12g of solid metal sodium in petroleum ether, carefully cut into sodium filaments with scissors, and then add them to the ethanol solution in batches. A large amount of heat is released during the addition process, and there is no need to cool down at this time, and the methanol is kept in a slightly boiling state. After the addition of sodium filaments disappeared, the mixture of 4-Boc aminoacetophenone (117g, 0.5mol) and diethyl oxalate (73.06g, 0.5mol) was placed in a constant pressure funnel and slowly added to the methanol solution of sodium methoxide. in solution. After addition, stir at room temperature for 1h. Then weigh 24.5 g of concentrated sulfuric acid in a constant pressure funnel and slowly add it dropwise. After the addition was complete, 35.75...

Embodiment 2

[0028] Example 2 Identification of ethylamine

[0029] Weigh 3.32mg (0.01mmol) of ethyl 5-(4-Bocaminophenyl)isoxazole-3-carboxylate, dissolve it in 1mL of methanol, add 0.66mL of ethylamine to the prepared above alcohol solution, After fully dissolving and standing for 5 minutes, the system solidifies to form a dense gel.

Embodiment 3

[0030] Example 3 Recognition of diethylamine

[0031] Weigh 3.32mg (0.01mmol) ethyl 5-(4-Bocaminophenyl)isoxazole-3-carboxylate, dissolve in 1mL methanol, then add 0.73mg diethylamine to the prepared alcohol In the solution, it was fully dissolved and left to stand. After 5 minutes, the system formed crystals.

technical field

[0001] The invention relates to the field of organic chemistry and supermolecules, in particular to a supramolecular system for chemical reaction regulation. Background technique

[0002] Small organic molecules can usually undergo certain changes under certain chemical or physical conditions. It is very meaningful to find and invent an organic molecule with a simple structure, and use its chemical changes and phenomena to identify and detect certain substances. Amines are common organic substances that widely exist in living organisms. Finding and inventing a chemical substance that can identify ethylamine and low-level organic amines, especially the visual identification through different changes in appearance and phase, has a certain biological and medical value. There is a literature report on a small organic molecule (invention patent with application number 201510120045.7), whose methanol solution can show different appearances to lithium hydroxide, so...

Examples

Embodiment 1

[0023] Synthesis of ethyl 5-(4-Bocaminophenyl)isoxazole-3-carboxylate

[0024] In a 2000mL three-neck flask with a reflux condenser, mechanical stirring was used. Add 1000mL of ethanol to the three-neck flask. Weigh 12g of solid metal sodium in petroleum ether, carefully cut into sodium filaments with scissors, and then add them to the ethanol solution in batches. A large amount of heat is released during the addition process, and there is no need to cool down at this time, and the methanol is kept in a slightly boiling state. After the addition of sodium filaments disappeared, the mixture of 4-Boc aminoacetophenone (117g, 0.5mol) and diethyl oxalate (73.06g, 0.5mol) was placed in a constant pressure funnel and slowly added to the methanol solution of sodium methoxide. in solution. After addition, stir at room temperature for 1h. Then weigh 24.5 g of concentrated sulfuric acid in a constant pressure funnel and slowly add it dropwise. After the addition was complete, 35.75...

Embodiment 2

[0028] Example 2 Identification of ethylamine

[0029] Weigh 3.32mg (0.01mmol) of ethyl 5-(4-Bocaminophenyl)isoxazole-3-carboxylate, dissolve it in 1mL of methanol, add 0.66mL of ethylamine to the prepared above alcohol solution, After fully dissolving and standing for 5 minutes, the system solidifies to form a dense gel.

Embodiment 3

[0030] Example 3 Recognition of diethylamine

[0031] Weigh 3.32mg (0.01mmol) ethyl 5-(4-Bocaminophenyl)isoxazole-3-carboxylate, dissolve in 1mL methanol, then add 0.73mg diethylamine to the prepared alcohol In the solution, it was fully dissolved and left to stand. After 5 minutes, the system formed crystals.