3306-79-4Relevant academic research and scientific papers
Preparation method of benzothiadiazine-1, 1-dioxide compound
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Paragraph 0050-0054, (2021/07/17)
The invention relates to a synthesis method of a benzothiadiazine-1, 1-dioxide compound, and develops a novel solvent-free synthesis method of the benzothiadiazine-1, 1-dioxide compound. No solvent is added in the reaction process, and even part of the product can be obtained through separation without post-treatment. Therefore, the separation and purification process of the product is easy to implement, the reaction time is shortened, the yield of the product is increased, the yield can reach 73%-98%, the purity can reach 96%-99%, the use of toxic solvents is reduced to the greatest extent, and the problems of resource waste, environmental pollution and the like caused by the solvents are fundamentally solved. The method thoroughly eliminates the heavy metal pollution problem in the product from the source, is suitable for preparation of active pharmaceutical ingredients (API), biological agents and the like, and meets the requirements of green chemistry concept.
Transition metal-catalyzed C–H functionalization of arylacetic acids for the synthesis of benzothiadiazine 1,1-dioxides
Patil, Bhausaheb N.,Lade, Jatin J.,Karpe, Aniket S.,Pownthurai,Vadagaonkar, Kamlesh S.,Mohanasrinivasan,Chaskar, Atul C.
, p. 891 - 894 (2019/03/05)
Copper-catalyzed practical route for the synthesis of benzothiadiazine 1,1-dioxides has been developed. The method involves C–H functionalization of arylacetic acids to form aromatic aldehydes and their subsequent condensation with 2-aminobenzenesulfonami
Green approach toward one pot cascade synthesis of 3-aryl-3,4-dihydro-1,2,4 benzothiadiazine-1,1-dioxides
Dindulkar, Someshwar Dagduappa,Lim, Kwon Taek,Cho, Byung Kwon,Jeong, Yeon Tae
, p. 40 - 51 (2014/01/06)
A silica-gel-supported ceric ammonium nitrate (CAN-SiO2) was found to be an effective catalyst for the cascade synthesis of functionalized 3-aryl-3,4-dihydro-1,2,4-benzo- thiadiazine-1,1-dioxides using 2-aminobenzenesulfonamide and benzaldehydes at room temperature. The reaction allows rapid cyclization (10-70 min) with 5 mol% CAN impregnated on silica gel to give the desired products in excellent yield without further column purification. The protocol uses inexpensive and environmentally friendly CAN-SiO2as the catalyst, and no ligand or additive was required. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements for the following free supplemental files: Additional figures]
A comparison of ring-chain tautomerism in heterocycles derived from 2-aminobenzenesulfonamide and anthranilamide
Maloshitskaya, Olga A.,Sinkkonen, Jari,Alekseyev, Valery V.,Zelenin, Kirill N.,Pihlaja, Kalevi
, p. 7294 - 7303 (2007/10/03)
A number of anthranilamide and 2-aminobenzenesulfonamide derivatives with aromatic aldehydes and 1,3-dicarbonyl compounds were synthesized. Substituted benzaldehyde derivatives of neither aminoamides showed tautomerism in solutions. Reaction products of 2-aminobenzenesulfonamide with p-substituted benzoylacetic aldehydes and p-substituted benzoylacetones undergo ring-chain tautomerism with a good linear correlation between the ring-chain equilibrium constants (log K, where K=[ring]/[chain]) and the Hammett-Brown σ+ parameters of the aromatic substituents. The equilibrium constant was measured for the reaction products of 2-aminobenzenesulfonamide with unsubstituted benzoylacetaldehyde at several temperatures which enabled the enthalpy and entropy of this reaction to be evaluated.
