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A kind of organic hydrogen sulfide donor containing acetal structure and its preparation method

A hydrogen sulfide donor, organic technology, applied in the direction of hydrogen sulfide, organic chemistry, chemical instruments and methods, etc., can solve the problems of short effective time, inaccurate effective concentration, etc., achieve short reaction time, simple and convenient operation, and environmental pollution small effect

Inactive Publication Date: 2019-04-05
SHANXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This type of donor H 2 S is released too quickly, and H 2 S gas is continuously volatilized from the solution, the effective time of the solution is short, and the effective concentration is inaccurate

Method used

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  • A kind of organic hydrogen sulfide donor containing acetal structure and its preparation method
  • A kind of organic hydrogen sulfide donor containing acetal structure and its preparation method
  • A kind of organic hydrogen sulfide donor containing acetal structure and its preparation method

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Experimental program
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Effect test

Embodiment 1

[0035] Embodiment 1: Preparation of benzaldehyde triethylsilyloxythiotriphenyl acetal (1) by triethylbenzoyl silicon and triphenylmercaptan

[0036] In a heat-resistant and pressure-resistant glass test tube, add triethylbenzoyl silicon (200mg, 0.91mmol), triphenylmercaptan (301mg, 1.09mmol), 35μL (4.5μmol) of pyridine and 1.8mL of anhydrous dichloro Methane, seal the tube, illuminate with 250W reflected infrared light for 95min, the yellow color fades, stop the reaction, remove dichloromethane under reduced pressure, and separate by neutral alumina column chromatography (developing agent is n-hexane) to obtain 249 mg of the product, with a yield of 55%.

Embodiment 2

[0037] Embodiment 2: Triethyl benzoyl silicon and thiobenzoic acid prepare benzaldehyde triethylsilyloxy thiobenzoyl acetal (2)

[0038] In a heat-resistant and pressure-resistant glass test tube, add triethylbenzoylsilyl (200mg, 0.91mmol), thiobenzoic acid (150mg, 1.09mmol), 35μL (4.5μmol) of pyridine and 1.8mL of anhydrous dichloromethane , seal the tube, illuminate with 250W reflected infrared light for 120min, the yellow color fades, stop the reaction, remove dichloromethane under reduced pressure, and separate by neutral alumina column chromatography (developing agent is n-hexane) to obtain 157mg of product, yield 48%.

Embodiment 3

[0039] Embodiment 3: Triethylbenzoyl silicon and p-methylthiophenol prepare benzaldehyde triethylsiloxy p-methylthiophenol acetal (3)

[0040] In a heat-resistant and pressure-resistant glass test tube, add triethylbenzoylsilyl (200mg, 0.91mmol), p-methylthiophenol (135mg, 1.09mmol), 35μL (4.5μmol) of pyridine and 1.8mL of anhydrous di Chloromethane, seal the tube, illuminate with 250W reflected infrared light for 120min, the yellow color fades, stop the reaction, remove dichloromethane under reduced pressure, and separate by neutral alumina column chromatography (developing agent is n-hexane) to obtain 188mg of product, yield 60%.

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Abstract

The invention provides an organic H2S (hydrogen sulfide) donor containing an acetal structure and a preparation method thereof. The organic H2S donor is decomposed to release H2S gas under the special conditions. The preparation method comprises the following step of enabling benzoyl silicon (such as triethyl benzoyl silicon, tert-butyldimethyl benzoyl silicon or isopropyl benzoyl silicon) to perform brook rearrangement reaction with triphenyl mercaptan, thiobenzoic acid or p-toluenethiol under the light action, so as to prepare a silicyl and sulfydryl-protected acetal compound. The preparation method has the advantages that the operation is simple and convenient, the reaction time is short, the side effect is little, and the like.

Description

technical field [0001] The present invention relates to the preparation of sulfur and silicon compounds, in particular to an organic hydrogen sulfide donor containing an acetal structure and a preparation method thereof, and the synthesized organic hydrogen sulfide donor in H 2 Applications in the study of biosignal molecules. Background technique [0002] h 2 Since S was found to be the third biological signal molecule after NO and CO, scientists have paid great attention to it. We already know that endogenous H in the body 2 The concentration of S is micromolar or even millimolar, but it plays very important physiological and biological functions. Therefore, opening up H 2 S Donor Pair Study H 2 The physiological function of S and the signal transduction process in vivo are very important. [0003] Currently, H 2 There are three main sources of S research: 1. Direct use of H 2 S gas or H 2 S saturated solution. h 2 S gas is difficult to operate, easy to pollute t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F7/18C01B17/16
CPCC01B17/165C07F7/1804C07F7/188
Inventor 张彩红鲜明崔丽霞张国梅董川双少敏
Owner SHANXI UNIV