161050-58-4Relevant articles and documents
Relationships between structure and molting hormonal activity of tebufenozide, methoxyfenozide, and their analogs in cultured integument system of Chilo suppressalis Walker
Nakagawa, Yoshiaki,Hattori, Kazunari,Minakuchi, Chieka,Kugimiya, Soichi,Ueno, Tamio
, p. 117 - 123 (2000)
The molting hormonal activity of methoxyfenozide (RH-2485), tebufenozide (RH-5992), five analogs with various alkyl groups, and 18 acyl analogs was measured by using cultured integument of rice stem borers, Chilo suppressalis Walker. The hormonal activity of methoxyfenozide was remarkably high (EC50 = 1.1 x 10-9 M), being equivalent to that of tebufenozide (RH-5992). The hormonal activity of several tebufenozide analogs with varying alkyl groups such as CH3, n-C3H7, i-C3H7, n-C4H9 and n-C5H11 at the para-position of the benzene ring furthest from the tert-butyl group was lower than that of tebufenozide (alkyl group is C2H5). The activity decreased to varying degrees as a result of replacement of the 3,5-dimethylphenyl moiety of tebufenozide with either a phenyl, naphthyl, or cyclohexyl group. Both 1- and 2-naphthyl derivatives were very active (EC50 = 4.3 x 10-8 M and 3.2 x 10-8 M, respectively) without any significant difference between them. The activity of the 1-cyclohexenyl analog (EC50 = 1.0 x 10-7 M) was about 40x that of the corresponding 3-cyclohexenyl analog (EC50 = 4.4 x 10-6 M), but 1/100 that of tebufenozide. The activity varied parabolically with respect to the molecular hydrophobicity, and decreased with longer acyl moieties. Copyright (C) 2000 Elsevier Science Inc.
Green preparation process of 2-methyl-3-methoxybenzoyl chloride
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, (2021/07/14)
The invention discloses a green preparation process of 2-methyl-3-methoxybenzoyl chloride. The green preparation process comprises the following steps: heating and hydrolyzing methyl 2-methyl-3-methoxybenzoate in an alkaline aqueous solution, and distilling off generated methanol while a hydrolysis reaction is carried out; adding an organic solvent into hydrolyzed reaction liquid under the condition of heat preservation for dissolving, and adding an acidic aqueous solution for neutralizing; conducting neutralizing, then preserving heat and conducting layering to obtain a water layer and an organic layer, and washing the organic layer with water; heating the washed organic layer for azeotropic water removal; and adding a catalyst into the organic layer after azeotropic dehydration, carrying out heating, dropwise adding an acylating chlorination reagent, and carrying out a heat-preserved reaction to obtain the 2-methyl-3-methoxybenzoyl chloride. In a neutralization process after hydrolysis is completed, the organic solvent is added, and the product 2-methyl-3-methoxybenzoic acid is transferred into the organic solvent and is transferred to a subsequent reaction in a solution state, so water consumption for post-treatment is reduced, and meanwhile, harm to a working environment and the health of workers in the solid dust drying and feeding process is avoided.
Preparation method of methoxyfenozide
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Paragraph 0010, (2018/07/30)
The invention discloses a preparation method of methoxyfenozide and relates to the field of insecticide, and particularly relates to the preparation method of methoxyfenozide. The preparation method includes steps of preparation of 3, 5-dimethylbenzoyl chloride: adding 3, 5-mesitylenic acid and methylbenzene in a reaction bottle; raising temperature to 60 DEG C, and dropwise adding thionyl chloride within 2 hours; preserving temperature for 3 hours, depressurizing and removing solvent to obtain 3, 5-dimethylbenzoyl chloride; synthesis of midbody: adding tert-butylhydrazine, sodium hydroxide and methylbenzene in the reaction bottle, and cooling to 0 DEG C; adding di-tert-butyl dicarbonate ester and reacting for 10 hours at 0-5 DEG C; removing a water layer, adding 3, 5-dimethylbenzoyl chloride and sodium hydroxide solution in an organic layer; reacting for 4 hours at 0-5 DEG C, filtering a product and adding the filter cake in methanol; adding hydrochloric acid in the reaction mixture;reacting for 20 hours at 35 DEG C; filtering the product, washing and drying to obtain the midbody. The preparation method is simple in operation, safe and reliable in reaction; the production efficiency is greatly improved, and the production cost is reduced; moreover, the product is high-efficient, low-toxic and environment-friendly.