92114-64-2Relevant academic research and scientific papers
Preparation method of 4-thiophenyl-o-phenylenediamine
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Paragraph 0014; 0018-0027, (2021/07/31)
The invention provides a preparation method of 4-thiophenyl-o-phenylenediamine, wherein the preparation method comprises the steps: by taking 2-nitro-4-thiocyano aniline and aniline as initial raw materials, firstly, reacting 2-nitro-4-thiocyano aniline with sodium sulfide to obtain 3-nitro-4-amino thiophenol sodium, and reacting aniline with sodium nitrite under an acidic condition to generate benzene diazonium chloride; and then condensing the benzene diazonium chloride and the 3-nitro-4-amino thiophenol sodium to obtain 2-nitro-4-thiophenyl aniline, and then carrying out a Raney nickel hydrogenation reduction reaction to obtain the 4-thiophenyl-o-phenylenediamine. The method has the characteristics of high economic benefit, low three-waste amount, low cost and the like, the total yield can reach 64.58%, and the method belongs to the technical field of organic chemical industry.
Method for preparing fenbendazole intermediate 2-nitro-4-thiophenyl aniline
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Paragraph 0014; 0026-0046, (2020/08/22)
The invention discloses a method for preparing a fenbendazole intermediate 2-nitro-4-thiophenyl aniline, and solves the problems that the existing preparation method is unreasonable; and the technicalproblems of high raw material price, complex operation, high reaction equipment condition requirements, high cost, poor yield and unsuitability for industrial production exist in the prior art can besolved. The invention relates to a method for preparing a fenbendazole intermediate 2-nitro-4-thiophenyl aniline. Under the substitution reaction conditions, substitution reaction is carried out on the N-phenylthio acetanilide and o-nitroaniline, thus synthesizing the fenbendazole intermediate 2-nitro-4-thiophenyl aniline; the whole novel synthesis method is mild in reaction conditions, the operation is simple and convenient, the safety is high, the product yield is high, the atom utilization rate is high, the three wastes are few, the operation is simple and convenient, the cost is low, thesustainable development requirements are met, and the method is suitable for industrial production; the method can be widely applied to the technical field of fenbendazole organic synthesis.
Preparation method of fenbendazole intermediate 2-nitro-4-phenylthioaniline
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Paragraph 0024; 0030; 0033; 0034; 0037; 0038; 0041; 0042, (2020/07/14)
The invention relates to the technical field of veterinary drugs, and in particular, relates to a preparation method of fenbendazole intermediate 2-nitro-4-phenylthioaniline. The preparation method comprises the following steps: by taking o-nitroaniline and ammonium thiocyanate as raw materials and an organic solvent as a solvent of a reaction system, uniformly stirring and mixing, introducing chlorine, and filtering after the reaction of the raw materials is finished, so as to obtain 4-thiocyano-2-nitroaniline; taking 4-thiocyano-2-nitroaniline, adding sodium hydroxide and a reaction solvent,stirring and mixing, and filtering after the reaction is finished to obtain a sodium 4-amino-3-nitrothiophenol solution; carrying out a reaction on the sodium 4-amino-3-nitrothiophenol solution withbromobenzene under an alkaline condition, and after the reaction is finished, extracting to obtain the 2-nitro-4-phenylthioaniline. The preparation method is simple in process, the production cost isreduced, the production potential safety hazard can be reduced, the product yield is relatively high, and the environmental pollution is reduced.
A preparation method of a dog or CAT
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Paragraph 0012; 0028; 0035-0036, (2019/03/29)
The invention discloses a dog or CAT a kind of preparation method. Characterized in that (1) in order to inter-bromobenzene as the starting material, nitric acid/sulfuric acid system through the nitration reaction, process for preparing the intermediate 1 (2, 4 - dibromo nitrobenzene); (2) using the intermediate 1 as raw materials, through the ammonia in methanol solution of ammoniation reaction, to prepare the intermediate 2 (5 - bromo - 2 - nitroaniline); (3) using the intermediate 2 and thiophenol sodium solution as raw materials, through the condensation reaction, process for preparing the intermediate 3 (4 - phenylthio - 2 - nitroaniline); (4) intermediate 3 through the palladium catalytic hydrogenation reduction, to produce intermediate 4 (4 - phenylthio - 1, 2 - phenylenediamine); (5) intermediate 4 and melamine-based methyl formate solution, through the cyclization reaction, the profuse benzene reaches zuo generating products. The method clean environment, the production cost is low, with a purity of 99.5% or more, the yield is not lower than 84.0%.
Arylthiolation of arylamine derivatives with (arylthio)-pyrrolidine-2,5-diones
Tian, Hua,Yang, Haijun,Zhu, Changjin,Fu, Hua
supporting information, p. 481 - 488 (2015/03/05)
A simple and efficient method for arylthiolation of arylamines has been developed. The protocol uses (arylthio)pyrrolidine-2,5-diones as the arylthiolating reagents, acetonitrile as the solvent, and no catalyst and additive are required, which avoids contamination from the transition metal catalysts in the target products. Therefore, the present method should provide a convenient, efficient and practical strategy for the synthesis of other aryl sulfides.
2-(Guanidino)-anilides and related compounds. Synthesis and anthelmintic activity. 3rd Communication: Anthelmintics
Wollweber,Kolling,Niemers,et al.
, p. 531 - 542 (2007/10/02)
Anilides bearing a guanidino, thioallophanato, isothioallophanato or amidino group in the ortho position were synthesized for investigations of their anthelmintic effects, and tested against sheep trichostrongylides. The most active anilides are those containing a 5-alkylthio, 5-alkylsulphinyl (alkyl = C3H7, C4H9), 5-phenylthio, 5-phenylsulphinyl or 4-phenylsulphonyloxy group, and a guanidino group substituted at both nitrogen atoms by a methoxycarbonyl group. The most active anthelmintic anilides are the form-, propion-, butyr- and methoxy-acetanilides. Of the guanidines unsubstituted at N' and N'', the 2-guanidino-5-phenylthio-2-methoxyacetanilide and the 2-guanidino-5-phenylsulphinyl-2-methoxyacetanilide were more active than parbendazole. From the class of bismethoxycarbonylguanidines, which are also the most interesting products in terms of stability, febantel (Rintal) has been introduced into veterinary practice for the treatment of nematode infections in horses, cattle, sheep and swine.
