98-59-9Relevant articles and documents
Facile synthesis of sulfonyl chlorides
Huang, Jianxing,Widlanski, Theodore S.
, p. 2657 - 2660 (1992)
A method for the synthesis of sulfonyl chlorides and bromides from the corresponding sulfonate salts is described. The method gives good yields of the acid halides under very mild conditions, and is compatible with both acid and base sensitive functionalities.
Investigation on recovery of p-mephso3k based on solid-liquid equilibrium of the p-mephso3k-k2co3-h2o system
Shuanghong, Hao,Jie, Xu,Mengqi, Chen,Yan, Wei
, p. 1249 - 1254 (2021/03/01)
In this article, we propose a method of recovering p-MePhSO3K from the industrial by-product of quizalofop-p-ethyl. The phase diagram of the solid-liquid equilibrium system of p-MePhSO3K2CO3-H2O at the temperatures of 15, 25, 35, 45, and 55°C was determined and plotted. Based on the phase diagram of 25°C, the separation and recovery process of p-MePhSO3K from the p-MePhSO3K2CO3-H2O system was designed by analyzing the crystallization fields. First, p-MePhSO3K and K2CO3 were crystallized from wastewater in turn through evaporation separation. Then, the crystallized p-MePhSO3K was purified further by washing with ethanol. Finally, the pure p-MePhSO3K was transformed into the intermediate p-toluenesulfonyl chloride and then the intermediate L-p-toluenesulfonate ethyl lactate for quizalofop-p-ethyl production.
Copper-Catalyzed N-Directed Distal C(sp3)-H Sulfonylation and Thiolation with Sulfinate Salts
Chen, Guang-Le,He, Shi-Hui,Cheng, Liang,Liu, Feng
supporting information, p. 8338 - 8342 (2021/10/25)
We herein report a selective and catalytic C(sp3)-H functionalization approach to access amines bearing organo-sulfonyl and organo-thiol groups. This reaction proceeds through a cascade process of N-radical formation, alkyl radical formation via 1,5-HAT, and C-S bond formation, thereby offering a series of functionalized amines. This method could enable primary, secondary, and tertiary C(sp3)-H sulfonylation and thiolation and also exhibits good functional group tolerance.
Method for continuously synthesizing paratoluensulfonyl chloride by using microchannel reactor
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Paragraph 0058-0100, (2021/08/21)
The invention discloses a method for continuously synthesizing paratoluensulfonyl chloride by using a micro-channel reactor. The method comprises the following steps: by using alkyl halide as a solvent, toluene as a raw material, chlorosulfonic acid as a chlorosulfonating agent and a material obtained by mixing toluene, chlorosulfonic acid, alkyl halide and a catalyst as a reaction starting material, feeding the reaction starting material into a microchannel reactor, carrying out chlorosulfonation reaction, and performing post-treatment on a reaction product flowing out of the microchannel reactor to obtain paratoluensulfonyl chloride. According to the invention, continuous production of p-toluenesulfonyl chloride can be realized, the production efficiency can be greatly improved, and the output of waste acid can be greatly reduced.
Method for continuously synthesizing P-toluenesulfonyl chloride
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Paragraph 0089-0150, (2021/11/03)
The method comprises the following steps: toluene, sulfur trioxide, chlorosulfonic acid, an organic base and a solvent are mixed in first static mixers, and then pumped into first microreactors to react. The first Micro-reactor outlet discharged first reaction mixture flows into second static mixer and mixed with sulfur trioxide, chlorosulfonic acid, low carbon chain fatty acid and solvent pumped into second static mixers respectively, and the resulting mixed materials are pumped into second microreactors to react. The second The secondary reaction mixture discharged from the microreactor was cooled, crystallized and isolated to yield p-toluenesulfonyl chloride as a product. To the method, the production efficiency is greatly improved; due to the addition of the sulfone inhibitor, the problems that a large amount of sulfone substances and polysulfonate are easily generated by sulfonation of sulfur trioxide are effectively solved, and hydrogen chloride gas is prevented from being generated.
Modulating optical and electrochemical properties of perylene dyes by twisting aromatic π-system structures
Wang, Ying,Zhang, Qi,Gong, Junbo,Zhang, Xin
, (2021/03/04)
Three highly fluorescent perylene bisimide dyes were synthesized, where aromatic π-system structures are twisted to different degree by steric hindrance of two or four substitution groups at bay position. Light-emitting colours of these dye solutions can be modulated from green, yellow to red, and their fluorescence quantum yields increase up to approximate 100% with increasing the π-system twisting, which can be considered for new class of wavelength-tunable dye lasers. π-Twisted dyes are more sensitive to microenvironment changes. Thus, they are better fluorescence probe and sensory materials than planar dyes. Electrochemical cyclic voltammetry measurements revealed that these dyes are suitable for n-type optoelectrical devices and materials. These dye solids display near infra-red emission at 600–850 nm. Owing to strong π-π stacking interaction, planar dye solid loses its outstanding optical properties compared to its solution. In contrast, π-twisted dye solids retain their excellent optical properties including narrow emission bands and relatively high fluorescence quantum yields due to the suppression of π-π stacking interaction. Exceptional fluorescence polarization phenomena were observed for these π-twisted dye solids. These optical results revealed that π-twisted perylene bisimide dyes are more excellent optical materials than planar dyes.
Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides
Chen, Rongxiang,Xu, Shaohong,Shen, Fumin,Xu, Canran,Wang, Kaikai,Wang, Zhanyong,Liu, Lantao
, (2021/09/20)
A simple and rapid method for efficient synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazide with NXS (X = Cl or Br) and late-stage conversion to several other functional groups was described. A variety of nucleophiles could be engaged in this transformation, thus permitting the synthesis of complex sulfonamides and sulfonates. In most cases, these reactions are highly selective, simple, and clean, affording products at excellent yields.
Sulfonamide compound as well as preparation method and application thereof
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Paragraph 0034; 0035, (2020/05/05)
The invention discloses a sulfonamide compound as well as a preparation method and application thereof. Three kinases including EGFR, VEGFR-2 and FGFR1 are used as targets; chalcone is used as a primer; an alpha,beta-unsaturated carbonyl conjugated struct
Selective Late-Stage Sulfonyl Chloride Formation from Sulfonamides Enabled by Pyry-BF4
Gómez-Palomino, Alejandro,Cornella, Josep
supporting information, p. 18235 - 18239 (2019/11/13)
Reported here is a simple and practical functionalization of primary sulfonamides, by means of a pyrylium salt (Pyry-BF4), with nucleophiles. This simple reagent activates the poorly nucleophilic NH2 group in a sulfonamide, enabling the formation of one of the best electrophiles in organic synthesis: a sulfonyl chloride. Because of the variety of primary sulfonamides in pharmaceutical contexts, special attention has been focused on the direct conversion of densely functionalized primary sulfonamides by a late-stage formation of the corresponding sulfonyl chloride. A variety of nucleophiles could be engaged in this transformation, thus permitting the synthesis of complex sulfonamides, sulfonates, sulfides, sulfonyl fluorides, and sulfonic acids. The mild reaction conditions and the high selectivity of Pyry-BF4 towards NH2 groups permit the formation of sulfonyl chlorides in a late-stage fashion, tolerating a preponderance of sensitive functionalities.
High yielding protocol for direct conversion of thiols to sulfonyl chlorides and sulfonamides
Sohrabnezhad, Samira,Bahrami, Kiumars,Hakimpoor, Farahman
, p. 256 - 264 (2019/02/06)
In this paper, a new method for oxidative chlorination of thiols to sulfonyl chlorides and sulfonamides using H2O2 in the presence of TMSCl is reported. The excellent yields, short reaction times, excellent efficiencies, low costs, and easy separation of products are the most important advantages of this method.
