1190-91-6Relevant academic research and scientific papers
Synthesis and biological activity of 2′, 3′-iso-aryl-abscisic acid analogs
Wan, Chuan,Wang, Mingan,Yang, Dongyan,Han, Xiaoqiang,Che, Chuanliang,Ding, Shanshan,Xiao, Yumei,Qin, Zhaohai
, (2017)
2′, 3′-iso-Benzoabscisic acid (iso-PhABA), an excellent selective abscisic acid (ABA) analog, was developed in our previous work. In order to find its more structure-activity information, some structural modifications were completed in this paper, includi
An expedient synthesis of highly functionalized 1,3-dienes by employing cyclopropenes asC4units
Jiang, Chengzhou,Wu, Jiamin,Han, Jiabin,Chen, Kai,Qian, Yang,Zhang, Zhengyu,Jiang, Yaojia
supporting information, p. 5710 - 5713 (2021/06/16)
An efficient method has been described to synthesize dicarbonyl functionalized 1,3-dienes by cleaving the CC bond of enaminones with cyclopropenes in the presence of a rhodium catalyst. The acetate-substituted cyclopropenes are judiciously chosen as standardC4units of 1,3-diene precursors. The reactions are believed to undergo a unique cutting and insertion process, involving a CC bond cleavage of the enaminone and insertion of a newC(sp2) source with the formation of two C-C single bonds. A broad range of substrates can be used to synthesize the corresponding 1,3-dienes under very mild reaction conditions, including low catalyst-loading, ambient temperature, and a neutral reaction solvent.
METHOD FOR PRODUCING NITROGEN-CONTAINING COMPOUND
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Paragraph 0086-0095, (2020/02/20)
Provided is an efficient and economical production method of a nitrogen-containing compound. A method for producing a compound represented by the formula R3C(O)CH═CHNR1R2, including reacting a compound represented by the following formula (4) with more than 6-fold moles of a compound represented by the formula NR1R2C(O)H to give a reaction mixture of the compound represented by the formula (4) and the compound represented by the formula NR1R2C(O)H, and reacting the reaction mixture with a compound represented by the formula R3C(O)CH3 by using a basic compound: wherein X is a halogen atom and R1, R2 and R3 are each independently an alkyl group having 1-6 carbon atoms.
I2-Promoted [4 + 2] cycloaddition of: In situ generated azoalkenes with enaminones: Facile and efficient synthesis of 1,4-dihydropyridazines and pyridazines
Baell, Jonathan B.,Feng, Jiajun,He, Tiantong,Huang, Fei,Xie, Yuxing,Yu, Yang
supporting information, p. 9483 - 9493 (2020/12/15)
A facile and efficient strategy for the synthesis of 1,4-dihydropyridazines and pyridazines through I2-promoted [4 + 2] cycloaddition of in situ generated azoalkenes with enaminones has been developed. The switch in selectivity is attributed to the judici
Compound preparation method
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Paragraph 0017-0026, (2019/04/17)
The invention relates to a compound preparation method. Organic solvents and sodium methylate are added into a reaction vessel, carbon monoxide is led into the reaction vessel to perform reaction, acetone and organic solvent mixed solution is dropped after reaction to continue reaction to generate an intermediate sodium salt as shown in a formula I, the intermediate sodium salt reacts with dimethylamine to generate 4-N, N-dimethyl butene-3-ketone as shown in a formula II. Synthesis steps can be finished in one vessel, and the compound preparation method is low in cost and suitable for industrialization production.
The use of enaminones and enamines as effective synthons for MSA-catalyzed regioselective synthesis of 1,3,4-tri- And 1,3,4,5-tetrasubstituted pyrazoles
Duan, Liancheng,Zhou, Hui,Gu, Yucheng,Gong, Ping,Qin, Mingze
supporting information, p. 16131 - 16137 (2019/11/03)
In the present work, an efficient regioselective synthesis of 1,3,4-tri- and 1,3,4,5-tetrasubstituted pyrazoles via a methanesulfonic acid (MSA)-catalyzed reaction of hydrazones with enaminones or enamines is reported. Mechanistically, the formation of the title compounds involves the [2+3] cycloaddition of hydrazones with enaminones or enamines followed by aromatization with acid and oxygen. This convenient method under mild conditions with various hydrazones, enaminones, and enamines was well-tolerated to afford products in good to excellent yields. Compared with the literature methods, this strategy has advantages such as materials that are available economically, metal-free catalysis, excellent regioselectivity, and high efficiency.
METHOD FOR THE PREPARATION OF 3-FLUOROALKYL-1-METHYLPYRAZOL-4-CARBOXYLIC ACID
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Paragraph 0033, (2018/10/19)
The present invention relates to method for the preparation of 3-fluoroalkyl-1-methylpyrazol-4-carboxylic acid, wherein it comprises the following steps: step 1, fluoroacetyl fluoride derivative shown in Formula I undergoes condensation with dimethylamino vinyl methyl ketone, as a result, 3-dimethylamino methylene-fluoro-2,4-pentanedione derivative shown in Formula II is formed; step 2, ring closing reaction takes place between said 3-dimethylamino methylene-fluoro-2,4-pentanedione shown in Formula II and methylhydrazine, in this way, 3-fluoroalkyl-1-methyl-4-acetyl pyrazol derivative shown in Formula III is obtained; step 3, the said 3-fluoroalkyl-1-methyl-4-acetyl pyrazol derivative shown in Formula III is oxidized in the presence of alkali, and then acidified, in this way, 3-fluoroalkyl-1-methylpyrazol-4-carboxylic acid shown in Formula IV is formed. Preparing method of present invention, wherein the required preparing route is simple, the raw material cost is low, the resulting yield of each step is high, and it is suitable for industrialization.
PROCESS FOR THE MANUFACTURE OF CARBOXAMIDES
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Page/Page column 24, (2017/09/08)
The present invention concerns a process for the manufacture of carboxamides, in particular agrochemical or pharmaceutically active ingredients, from pyrazole ketone compounds.
Preparation method of 3-fluoroalkyl-1-methylpyrazol-4-carboxylic acid
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Paragraph 0040; 0041, (2017/08/28)
The invention relates to a preparation method of 3-fluoroalkyl-1-methylpyrazol-4-carboxylic acid. The method comprises the following steps: step 1, making a fluoroacetyl halide derivative shown in the formula I and dimethylamino vinyl methyl ketone to undergo a condensation reaction to generate a 3-dimethylamino methylene-1,1-difluoro-2,4-pentanedione derivative shown in the formula II; step 2, reacting the 3-dimethylamino methylene-1,1-difluoro-2,4-pentanedione derivative shown in the formula II with methylhydrazine for a ring-closing reaction to generate a 3-fluoroalkyl-1-methyl-4-acetyl pyrazole derivative shown in the formula III; and step 3, oxidizing the 3-fluoroalkyl-1-methyl-4-acetyl pyrazole derivative shown in the formula III in an alkaline condition, and performing acidification to generate 3-fluoroalkyl-1-methylpyrazol-4-carboxylic acid. The preparation method is short in reaction route, low in raw material cost, high in reaction yield of each step, and suitable for industrial production.
COMPOSITION COMPRISING 3-(HALOALKYL OR FORMYL)-1H-PYRAZOLE-4-CARBOXYLIC ACIDS OR ESTERS, ITS MANUFACTURE AND ITS USE FOR THE PREPARATION OF CARBOXAMIDES
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Page/Page column 21, (2017/12/01)
The present invention concerns compositions comprising (i) a 3-(haloalkyl or formyl)-1H-pyrazole wherein R1 is a halogenated C1-4alkyl group, or the group -C(O)H, R2 is selected from the group consisting of H, C1-C12 alkyl, C2-C6 alkenyl, cycloalkyl, aryl, heteroaryl, aralkyl, each of which is optionally substituted, R3 is selected from the group consisting of H, C1-C12 alkyl, C2- C6 alkenyl, aryl or C3-C8 cycloalkyl, each of which is optionally substituted, and R4 is selected from the group consisting of H, X', COOR', OR', SR', C(O)NR'2, and (ii) at least one of the pyrazole derivatives of the formulae (II) - (X), (XVIIIa), (XVIIIb), (XIX) and (XX), wherein the chemical composition comprises equal to or more than 95 w% of compound of formula (I), its manufacture and use in processes for the manufacture of agrochemical or pharmaceutical pyrazole-4-carboxamide compounds.
