99-54-7Relevant articles and documents
Nitration of deactivated aromatic compounds via mechanochemical reaction
Wu, Jian-Wei,Zhang, Pu,Guo, Zhi-Xin
supporting information, (2021/05/05)
A variety of deactivated arenes were nitrated to their corresponding nitro derivatives in excellent yields under high-speed ball milling condition using Fe(NO3)3·9H2O/P2O5 as nitrating reagent. A radical involved mechanism was proposed for this facial, eco-friendly, safe, and effective nitration reaction.
Ipso Nitration of Aryl Boronic Acids Using Fuming Nitric Acid
Baucom, Kyle D.,Brown, Derek B.,Caille, Seb,Murray, James I.,Quasdorf, Kyle,Silva Elipe, Maria V.
supporting information, (2021/06/30)
The ipso nitration of aryl boronic acid derivatives has been developed using fuming nitric acid as the nitrating agent. This facile procedure provides efficient and chemoselective access to a variety of aromatic nitro compounds. While several activating agents and nitro sources have been reported in the literature for this synthetically useful transformation, this report demonstrates that these processes likely generate a common active reagent, anhydrous HNO3. Kinetic and mechanistic studies have revealed that the reaction order in HNO3 is >2 and indicate that the ?NO2 radical is the active species.
Weeding composition compounded by fine glufosinate-ammonium and diuron and preparation method and application thereof
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Paragraph 0032, (2021/08/07)
The invention provides a weeding composition compounded by fine glufosinate-ammonium and diuron. The weeding composition is characterized by comprising fine glufosinate-ammonium, diuron and other auxiliary agents, and the content of the fine glufosinate-ammonium is 1-60 parts by mass, the content of the diuron is 1-60 parts by mass, and the content of the auxiliary agents is 20-70 parts by mass. By reasonably proportioning the proportions of the fine glufosinate-ammonium and the diuron in the herbicide, the pesticide effect of the herbicide is enhanced, the control effect on weeds in uncultivated areas is superior to the activity of the singly applied components, meanwhile, the control spectrum of the weeds is expanded, the weeding effect is improved, the weeding composition has a prominent comprehensive control effect on gramineous weeds, cyperaceae weeds and broadleaf weeds, and has the advantages of fast effectiveness, long lasting period, delayed herbicide resistance, thorough weeding, low residue, low toxicity, safety, environmental protection and the like.
Completely-continuous flow synthesis method of 3,4-dichloronitrobenzene under action of catalyst
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Paragraph 0070-0082, (2020/05/30)
The invention discloses a completely-continuous flow synthesis method of 3,4-dichlonitrobenzene under the action of a catalyst. The completely-continuous flow synthesis method is carried out in an integrated completely-continuous flow reaction system, a reaction substrate and other raw materials are uninterruptedly added at a feed port, the product 3, 4-dichloronitrobenzene is uninterruptedly obtained at a discharge port, and the synthesis method is safe and efficient and has no amplification effect. Compared with a traditional production method, the method of the invention has the advantagesof shortening of the production time to be within 120 seconds, no amplification effect, stable product index and good reproducibility.
Environment-friendly preparation method of 2-chloro-4-nitro-6-bromoaniline
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Paragraph 0040-0042; 0046-0048; 0051-0053; 0056-0058, (2020/05/02)
A preparation method of 2-chloro-4-nitro-6-bromoaniline comprises the following steps: (a) carrying out mixed acid nitration on o-dichlorobenzene, and continuing to apply the generated waste acid to anext nitration reaction; (b) purifying the obtained nitration product in an alcohol solvent to obtain 3,4-dichloronitrobenzene, and continuously applying the recovered alcohol solvent to a next purification process; (c) carrying out ammonolysis on the 3,4-dichloronitrobenzene in a water phase by adopting a specific catalyst to prepare o-chloro-p-nitroaniline, and continuously applying the recycled liquid ammonia to a next ammonolysis reaction; and (d) brominating o-chloro-p-nitroaniline in a hydrogen bromide and oxidant system, and recycling brominated waste acid liquid and bromine for a nextbromination reaction. The product obtained by the method is good in yield, high in purity and high in quality; and two waste acids and bromine in the product are recycled, so that the amount of wastewater is reduced. Compared with traditional processes, the method has obvious quality and environmental protection advantages, and has high production safety.
Environment-friendly 2, 6-dichloro-4-nitroaniline preparation method
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Paragraph 0037-0057, (2020/08/27)
The invention discloses an environment-friendly 2, 6-dichloro-4-nitroaniline preparation method, and belongs to the field of environmental protection. The environment-friendly 2, 6-dichloro-4-nitroaniline preparation method comprises the following steps: step 1, adding o-dichlorobenzene, namely a component shown as a formula (I), into a nitric acid and sulfuric acid solution for reaction to obtainm-nitro-1, 2-dichlorobenzene, namely a component shown as a formula (II); step 2, adding the m-nitro-1, 2-dichlorobenzene obtained in the step 1 into an ammonia water solution for reaction to obtain2-chloro-4-nitroaniline, namely a component shown as a formula (III); step 3, dropwise adding hydrochloric acid and a hydrogen peroxide solution into the 2-chloro-4-nitroaniline obtained in the step 2. According to the new preparation method, the generation of polychlorophenol during the 2, 6-dichloro-4-nitroaniline preparation process is effectively reduced, the environmental protection meets therequirements of OECO-Textile 100, and a dye obtained after the actual production of the preparation method directly meets the requirements of OECO-Textile 100.
Preparation method of 1,2-dichloro-4-nitrobenzene
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Paragraph 0007, (2020/04/17)
The invention discloses a preparation method of 1,2-dichloro-4-nitrobenzene. The preparation method comprises the following steps: adding p-nitrochlorobenzene into a sulfuric acid solution with a massfraction of 65%, carrying out stirring for dissolving of the p-nitrochlorobenzene, conducting heating to 55 DEG C, then adding potassium chlorate, carrying out a stirring and heat-preserved reactionfor 8 h, performing cooling with ice water after the reaction is completed, extracting a reaction solution with a carbon tetrachloride solution, conducting liquid separation, subjecting an organic phase to washing by an aqueous sulphurous acid solution with a mass fraction of 6%, an aqueous sodium hydroxide solution with a mass fraction of 12% and water in sequence, carrying out drying, evaporating an organic solution to dryness, and performing recrystallizing to obtain a yellow acicular crystal, namely the product 1,2-dichloro-4-nitrobenzene. The preparation method is simple in synthesis process, improved in product yield and mild in reaction conditions, and has practical application and promotion values.
meta-Nitration of Arenes Bearing ortho/para Directing Group(s) Using C?H Borylation
Li, Xuejing,Deng, Xingwang,Coyne, Anthony G.,Srinivasan, Rajavel
, p. 8018 - 8023 (2019/05/29)
Herein, we report the meta-nitration of arenes bearing ortho/para directing group(s) using the iridium-catalyzed C?H borylation reaction followed by a newly developed copper(II)-catalyzed transformation of the crude aryl pinacol boronate esters into the corresponding nitroarenes in a one-pot fashion. This protocol allows the synthesis of meta-nitrated arenes that are tedious to prepare or require multistep synthesis using the existing methods. The reaction tolerates a wide array of ortho/para-directing groups, such as ?F, ?Cl, ?Br, ?CH3, ?Et, ?iPr ?OCH3, and ?OCF3. It also provides regioselective access to the nitro derivatives of π-electron-deficient heterocycles, such as pyridine and quinoline derivatives. The application of this method is demonstrated in the late-stage modification of complex molecules and also in the gram-scale preparation of an intermediate en route to the FDA-approved drug Nilotinib. Finally, we have shown that the nitro product obtained by this strategy can also be directly converted to the aniline or hindered amine through Baran's amination protocol.
Base promoted peroxide systems for the efficient synthesis of nitroarenes and benzamides
Gupta, Sampa,Ansari, Alisha,Sashidhara, Koneni V.
supporting information, (2019/09/07)
A useful and efficient approach for the synthesis of nitroarenes from several aromatic amines (including heterocycles) using peroxide and base has been developed. This oxidative reaction is very easy to handle and afforded the products in good yields. Formation of benzamides from benzylamine was also successfully carried out with this metal-free catalytic system in good to excellent yields.
Method for synthesizing 3,4-dichloroaniline by using micro-channel reactor
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Paragraph 0022; 0038-0040; 0035; 0050-0052; 0059, (2018/05/16)
The invention provides a method for synthesizing 3,4-dichloroaniline by using a micro-channel reactor. The micro-channel reactor is used for nitration and catalytic hydrogenation. The method comprisesthe following steps: nitration: preheating o-dichlorobenzene, mixing and preheating concentrated nitric acid and concentrated sulfuric acid, allowing the preheated materials to enter a reaction module group for a reaction and carrying out refining so as to obtain an intermediate 3,4-dichloronitrobenzene; and catalytic hydrogenation: dissolving 3,4-dichloronitrobenzene in a solvent, adding a Pd-loaded active carbon catalyst, adding a dechlorination inhibitor, then carrying out preheating, allowing a preheated product and hydrogen to enter a reaction module group for a reaction and carrying outpost-treatment so as to obtain 3,4-dichloroaniline. The method provided by the invention is good in material mixing effect, accurate in material proportion control, capable of improving reaction yield and product purity, safe and stable in reactions, short in synthesis time and free of amplification effect, and has good application prospects in industrial production.
