163336-50-3Relevant academic research and scientific papers
Green preparation process of 2-methyl-3-methoxybenzoyl chloride
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Paragraph 0026, (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 6-chloro-2-methoxytoluene and synthesis process of methoxyfenozide
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Paragraph 0102; 0109-0113; 0132-0140; 0143; 0152-0153, (2021/08/14)
The invention relates to the field of insecticides, in particular to a preparation method of 6-chloro-2-methoxytoluene and a synthesis process of methoxyfenozide. The preparation method of the 6-chloro-2-methoxytoluene comprises the following steps: in a solvent, mixing 2, 6-dichlorotoluene with sodium methoxide, and carrying out a substitution reaction to prepare a first reaction solution containing 3-chloro-2-sodium methylphenolate and the 6-chloro-2-methoxytoluene; and dropwise adding dimethyl sulfate into the first reaction solution, carrying out etherification reaction, removing 3-chloro-2-sodium methylphenolate to obtain a second reaction solution, and carrying out post-treatment to obtain the 6-chloro-2-methoxytoluene. The synthesis process of the methoxyfenozide comprises the following steps: preparing 3-methoxy-2-methyl benzoic acid by taking 6-chloro-2-methoxytoluene as an intermediate; using 3-methoxy-2-methyl benzoic acid and 3, 5-dimethyl benzoic acid as intermediates, and preparing to obtain the methoxyfenozide. According to the synthesis process disclosed by the invention, the yield and the purity of methoxyfenozide can be remarkably improved.
Synthesis and bioactivity of N-tert-butyl-N′-acyl-5-methyl-1,2,3- thiadiazole-4-carbohydrazides
Mao, Wu Tao,Zhao, Hui,Fan, Zhi Jin,Ji, Xiao Tian,Hua, Xue Wen,Kalinina, Tatiana,Yury, Yu. Morzherin,Vasiliy, A. Bakulev
, p. 1233 - 1236,4 (2020/10/15)
A series of novel N-tert-butyl-N′-acyl-5-methyl-1,2,3-thiadiazole-4- carbohydrazides were designed and synthesized. Their structures were characterized by melting points, 1H NMR, IR, ESI-MS, and elemental analysis. The bioassay tests indicated that compound 7o exhibited excellent direct anti-TMV activity and induction activity in vivo at 50 μg/mL, which was better than that of Ninamycin and tiadinial. Our studies indicated that 1,2,3-thiadiazole was an active substructure for novel pesticide development.
Preparation of 3-alkoxy-2-methylbenzoic acids
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Page 6, (2010/02/09)
The invention relates to an improved process for preparing 3-alkoxy-2-methylbenzoic acids by heating substituted naphthalenes in the presence of alkali metal hydroxides and subsequently alkylating.
Process for the preparation of 3-Alkoxy-2-methylbenzoic acids
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Page 8, (2010/02/05)
Preparation of 3-alkoxy-2-methyl-benzoic acid compounds (I) involves: (a) reacting a naphthalene compound with alkali metal hydroxide in presence of water; (b) partially neutralizing; (c) treating with an alkyl halide, alkyl sulfonate or alkyl sulfate and (d) acidifying. Preparation of 3-alkoxy-2-methyl-benzoic acids of formula (I) involves: (a) reacting a naphthalene derivative of formula (III) with alkali metal hydroxide in presence of water; (b) partially neutralizing the reaction mixture (optionally after adding water, removing insolubles and/or removing undesirable soluble components); (c) reacting the mixture with an alkyl halide of formula R1X (IVa), an alkyl sulfonate of formula R1-OSO2-R8 (IVb) or a dialkyl sulfate of formula R1OSO2OR1 (IVc); and (d) acidifying the mixture. R1 = 1-14C alkyl, 7-20C aralkyl, 13-20C diarylalkyl, A-OR2 or A-NR3R4; A = 1-4C alkylene; R2, R3, R4 = Me, Et or isopropyl; R5-R7 = H, OH, NH2 or SO3M; M = H, ammonium, alkali metal or 1 equivalent of alkaline earth metal; X = Cl, Br or I, and R8 = 1-4C alkyl, 1-4C perfluoroalkyl, phenyl or p-tolyl.
Process for the preparation of monoacylhydrazines using carboxylic acids
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, (2008/06/13)
This invention provides a convenient process for the preparation of monoacylhydrazines from carboxylic acids or their salts and hydrazine or substituted hydrazine in the presence of a 1,3,5-triazine substituted with at least one chloro or fluoro. The resu
Process for substituted hydrazides using carboxylic acids
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, (2008/06/13)
This invention provides a convenient process for the preparation of monoacylhydrazines from carboxylic acids or their salts and hydrazine or substituted hydrazine in the presence of a 1,3,5-triazine substituted with at least one chloro or fluoro. The resu
Insecticidal N'-substituted-N,N'-diacylhydrazines
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, (2008/06/13)
Insecticidal compounds having the formula N-(2-Ra -3-Rb -4-Rh -benzoyl)-N'-(2-Rc -3-Rd -4-Re -5-Rf -benzoyl)-N'-Rg -hydrazine wherein Ra is a halo or lower alkyl; R b is lower alkoxy, optionally substituted with halo (preferably fluoro); Rc is selected from hydrogen, halo, lower alkyl, lower alkoxy, lower alkoxy lower alkyl, and nitro; Rd, Re and Rf are each independently selected from hydrogen, bromo, chloro, fluoro, lower alkyl, lower alkoxy, and lower alkoxy lower alkyl; Rg is a (C4 -C6)alkyl; Rh is hydrogen, lower alkoxy, lower alkyl, or when taken together with Rb is methylenedioxy (--OCH2 O--), 1,2-ethylenedioxy (--OCH2 CH2 O--), 1,2-ethyleneoxy (--CH2 CH2 O--) or 1,3-propyleneoxy (--CH2 CH2 CH2 O--) wherein an oxo atom is located at the Rb position; and the substituents Rc and Rd, or Rd and Re, or Re and Rf when taken together can be methylenedioxy or 1,2-ethylenedioxy as well as compositions comprising an agronomically acceptable carrier and an insecticidally effective amount of such compounds; and methods of using such compounds and compositions. Also, methods for the production of the compounds and their intermediates, which methods comprise either admixing a 3-amino-2-(substituted)-benzoic acid, sodium nitrite and methanol under acidic conditions or admixing a 3,4-fused heterocyclic benzoic acid and an alkyl lithium reagent followed by subsequent reaction with an electrophilic reagent.
