2-(1-ethoxyl).2-acetylthiazole-4-formamide compounds and application

A technology of acetylthiazole and formamide, which is applied in application, organic chemistry, biocide, etc., can solve the problems of few compounds, no specific research on the biological activity of freshwater algae, lack of test receptors, etc., and achieve good stability , low price, significant social and economic benefits

Active Publication Date: 2015-02-18
NANKAI UNIV
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

Unfortunately, due to the small number of isolated compounds and the lack of corresponding test receptors, none of them have been specifically studied for their biological activity against freshwater algae

Method used

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  • 2-(1-ethoxyl).2-acetylthiazole-4-formamide compounds and application
  • 2-(1-ethoxyl).2-acetylthiazole-4-formamide compounds and application
  • 2-(1-ethoxyl).2-acetylthiazole-4-formamide compounds and application

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Embodiment Construction

[0018] The present invention is further described below in conjunction with embodiment, and its purpose is that content of the present invention can be better understood and embodies substantive characteristics of the present invention, so the example given should not be considered as limiting the protection scope of the present invention.

[0019] For the experimental methods that do not indicate specific conditions in the examples, usually follow the conventional conditions and the conditions described in the manual, or according to the conditions suggested by the manufacturer; used equipment, materials, reagents, etc., if no special instructions, can be obtained from obtained commercially.

[0020] 1) Synthesis of benzyl-protected L-lactate methyl ester 2

[0021] Dissolve L-methyl lactate (1.04g, 0.01mol) in 20ml of THF at -20°C, then slowly add 60% sodium hydride (0.508g, 0.0127mol), stir for 20min, then add benzyl bromide (2.48 g, 0.0145mol), after the addition was comp...

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Abstract

The invention relates to 2-(1-ethoxyl).2-acetylthiazole-4-formamide compounds and application. The structural formula of the compounds is (I), wherein X refers to OH(BB series).=O(BA series); R2 refers to alkyl groups of C2 to C5, substituted or unsubstituted five-membered and six-membered rings including benzene ring, pyridine ring, furan ring, pyrrole ring, thiazole ring and pyrimidine ring; n refers to 0, 1 and 2. According to the invention, L-methyl lactate is taken as a starting raw material, and natural products like Bacillamidel,2 and 2-(1-ethoxyl) thiazole-4-formamide compounds BB series and 2-acetylthiazole-4-formamide compounds BA series are synthesized. The compounds have excellent algae killing activity on limnetic algae such as microcystis aeruginosa, chlorella pyrenoidosa and scenedesmus obliquus, and have the advantages of high yield, good stability, high activity and low pollution, can be easily degraded and are environment-friendly, and can be used as the potential commercial universal algicide. The formula refers to the Specification.

Description

technical field [0001] The present invention relates to the synthesis and application of a derivative designed based on the marine allelochemical Bacillamide 1,2, specifically 2-(1-hydroxyethyl), 2-acetylthiazole-4-carboxamide compounds Synthesis and its application in the algicide of freshwater algae. Background technique [0002] In 2003, Bacillamide 1 was isolated from the marine bacterium Bacillus sp.SY-1, and it was proved to have killing effect on dinoflagellates algae such as red tide organism Cochlodinium polykrikoides. In 2007, researchers from the Socha group isolated their homologues Bacillamide 2 and Bacillamide 3 from the ultra-high salinity microorganisms in the Bahamas. Bacillamide analog Alkaloid 4 was isolated from a thermophilic actinomycete (Thermoactinomyces strainTM-64) as early as 1976. Studies have shown that Bacillamides have inhibitory effects on red tide algae. Unfortunately, due to the small amount of isolated compounds and the lack of correspon...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D277/56C07D417/12C07C327/42A01N43/78A01P13/00
CPCC07B2200/07C07C327/42C07D277/56C07D417/12
Inventor 徐效华陶圆圆刘奇声刘娜谢龙观
Owner NANKAI UNIV
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