- Preparation method of 2-chloro-5-nitrobenzophenone
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The invention provides a preparation method of 2-chloro-5-nitrobenzophenone. The method sequentially comprises the following steps: (1) by using benzene as a raw material and halohydrocarbons as a solvent, carrying out condensation with 2-chloro-5-nitrobenzoyl chloride under the action of a catalyst at -20 to -15 DEG C; (2) after the reaction finishes, adding an acid to perform treatment; and (3) filtering, and crystallizing to obtain the 2-chloro-5-nitrobenzophenone. The preparation method has the advantages of short reaction time and mild reaction conditions, and thus, has high safety and simple operational process. The obtained product has high purity. The method does not use any harmful solvent to the environment, is low in production cost, and thus, is suitable for industrial production.
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Paragraph 0021; 0022; 0023; 0024
(2017/02/24)
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- Synthesis of (2-chlorophenyl)(phenyl)methanones and 2-(2-chlorophenyl)-1- phenylethanones by Friedel-Crafts acylation of 2-chlorobenzoic acids and 2-(2-chlorophenyl)acetic acids using microwave heating
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Several 2-(2-chlorophenyl)-1-phenylethanones and (2-chlorophenyl)(phenyl) methanones were prepared by the Friedel-Crafts acylation reaction of 2-(2-chlorophenyl) acetic acids and 2-chlorocarboxylic acids, respectively, in the presence of cyanuric chloride, pyridine, and AlCl3 or FeCl 3 using microwave heating. The yields of the ketones were significantly higher than those obtained using conventional heating. In addition, similar reactions carried out with the less inexpensive and less toxic FeCl3 gave titled ketones in comparable yields. Interestingly, the FeCl3 catalyzed reactions gave pure ketones (no chromatographic purification required), whereas the AlCl3 catalyzed reaction gave impure product that required chromatographic purification.
- Mahdi, Jasia,Ankati, Haribabu,Gregory, Jill,Tenner, Brian,Biehl, Edward R.
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experimental part
p. 2594 - 2596
(2011/06/21)
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- Utility of Complementary Molecular Reactivity and Molecular Recognition (CMR/R) Technology and Polymer-Supported Reagents in the Solution-Phase Synthesis of Heterocyclic Carboxamides
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The use of our recently reported chemical library purification strategy in the development of a herbicidal lead, N-(3-benzoylphenyl)-3-(1,1-dimethylethyl)-1-methyl-1H-pyrazole-5-carboxamide (3), is described. The approach applying fundamental properties of complementary molecular reactivity and molecular recognition (CMR/R) as the basis for a general purification strategy was utilized. Polymeric reagents were used in the synthesis to generate reactive species involved in product formation, and complementary molecular reactivity/molecular recognition polymer 8 (CMR/R polymer 8) was used in the solution-phase syntheses of building blocks, primary libraries, and lead refinement libraries. An extension of the CMR/R methodology was applied, utilizing a sequestration enabling reagent (SER), transforming a reactant into an electrophilic species sequestrable by CMR/R polymer 8. This library purification strategy enabled rapid lead generation and lead refinement to afford herbicide 27o. The CMR/R solid-phase purification technique enabled a simple, general, and powerful protocol, eliminating the usual tedious and time-consuming methods required for solution-phase product purification. The result was the synthesis of hundreds of compounds, prepared in a relatively short time, leading to a compound with a 4-fold improvement in herbicidal activity over the initial lead.
- Parlow, John J.,Mischke, Deborah A.,Woodard, Scott S.
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p. 5908 - 5919
(2007/10/03)
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- (Benzoylphenyl)piperidines: A new class of immunomodulators
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A series of (benzoylphenyl)piperidines has been synthesized and evaluated for activity as immunomodulators. Several of these compounds show good activity in primary screening on the basis of the lymphocytes mitogenic response to Con A, PHA, and PWM. A chloro group in position 4 of the benzoyl moiety as well as an amino group (or a carbamate derivative) para to the piperidine nucleus seems to be essential for activity. The depicted compounds may be considered as the first examples of a new series of immunomodulators.
- Bellamy,Chazan,Dodey,Dutartre,Ou,Pascal,Robin
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p. 1545 - 1552
(2007/10/02)
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- Sulphonamides derived from diarylmethanes, the processes for preparing them and pharmaceutical compositions containing them
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The invention relates to new compounds corresponding to formula I: STR1 in which: W represents C=O, CH2 or CHOH, Z represents STR2 R1 and R2 represent especially Cl or F, R, R' and R" represent especially H, X represents especially CH2, Y represents especially COOH, u and v are two integers ranging from 0 to 10, p and q take the value 0 or 1, n and m are two integers ranging 0 to 10 and t is 0 or 1 the total number of carbon atoms in the chain STR3 ranging from 2 to 20, and to their physiologically acceptable salts obtained with organic or inorganic acids. These compounds are useful for preparing medicinal products which have, especially, anti-inflammatory properties.
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- Reactivity of Aromatic o-Hydroxy Oximes. I. Synthesis and Aminolysis of Acylglycine Esters of Aromatic o-Hydroxy Oximes
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Active esters (1) of glycine with o-hydroxybenzaldehyde oxime, o-hydroxyacetophenone oxime, o-hydroxybenzophenone oxime, and their 5-Cl and 5-NO2 derivatives were prepared by several methods.For aminolysis with benzylamine, esters 1 show higher reactivity than similar esters containing no hydroxyl group in the ortho position.It is suggested that esters 1 forms an intramolecular hydrogen bond between the hydrogen of the hydroxyl group at the ortho position and the hydroxyimino nitrogen so as to have its carbonyl group activated for the aminolysis; this mechanism of activation seems to be a sort of "intramolecular acid-catalysis." Among the series of esters 1, esters of o-hydroxybenzaldehyde oxime and its 5-Cl and 5-NO2 derivatives are most reactive in the aminolysis.The reactivity of esters 1 is also discussed in relation to pKa values of aromatic o-hydroxy oximes.
- Hayashi, Ikuo,Ogihara, Keizo,Shimizu, Kiyoshi
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p. 2432 - 2437
(2007/10/02)
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- Synthesis of 2-Chloro-5-Nitrobenzophenone at Laboratory Large Scale.
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A method of synthesis of 2-chloro-5-nitrobenzophenone from o-chlorobenzoic acid has been devised and checked at the scale of one mole. Experimental data are tabulated and evaluated.
- Makosza,Jawdosiuk,Jonczyk
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