13707-43-2Relevant academic research and scientific papers
Preparation method of sulfonyl amidine with 2-Picolylamine and DMF-DMA as amine sources
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Paragraph 0077; 0079, (2020/09/09)
The invention discloses a preparation method of sulfonyl amidine with 2-Picolylamine and DMF-DMA as amine sources. The method comprises the following steps: reacting sulfonyl chloride with 2-Picolylamine to obtain an intermediate product; and then reacting the intermediate product with DMF-DMA in the presence of a catalyst at a temperature of 60-100 DEG C, then performing cooling to room temperature, extracting the reaction solution with ethyl acetate, performing layering, drying and then concentrating to obtain a target product sulfonyl amidine. According to the method disclosed by the invention, the reaction of secondary sulfonamide and DMF-DMA is realized, and the synthesis path of sulfonyl amidine is expanded. The synthetic reaction is simple in operation, mild in condition and convenient in post-treatment, and the obtained intermediate product and the product are high in purity and yield.
N -Sulfonyl acetylketenimine as a highly reactive intermediate for the synthesis of N -sulfonyl amidines
Yang, Weiguang,Huang, Dayun,Zeng, Xiaobao,Luo, Dongping,Wang, Xinyan,Hu, Yuefei
supporting information, p. 8222 - 8225 (2018/07/29)
A highly reactive intermediate N-sulfonyl acetylketenimine was generated from a 3-butyn-2-one participating CuAAC/ring-opening method. Its high reactivity due to bearing two EWGs allowed us to offer the first example of a reaction between ketenimine and amide to synthesize N-sulfonyl amidines efficiently.
A Novel Synthesis of N -Sulfonylformamidines from N Sulfonyl sulfonamides
Jeong, Yuri,Ban, Jaeyoung,Lim, Minkyung,Rhee, Hakjune
, p. 1867 - 1874 (2018/02/26)
N -Sulfonylformamidines were synthesized from N -sulfonylsulfonamides by reacting with p -toluenesulfonyl chloride (TsCl) and N, N - disubstituted formamides. In this reaction, it was expected that mixing TsCl with the N, N -disubstituted formamide would generate an iminium salt (Vilsmeier reagent). The reaction avoids the use of metal catalysts and hazardous reagents, and the desired N -sulfonylformamidines were obtained in 60% to quantitative yields.
Mild reductive functionalization of amides into N-sulfonylformamidines
Trillo, Paz,Slagbrand, Tove,Tinnis, Fredrik,Adolfsson, Hans
, p. 484 - 487 (2018/08/17)
The development of a protocol for the reductive functionalization of amides into N-sulfonylformamidines is reported. The one-pot procedure is based on a mild catalytic reduction of tertiary amides into the corresponding enamines by the use of Mo(CO)6 (molybdenum hexacarbonyl) and TMDS (1,1,3,3-tetramethyldisiloxane). The formed enamines were allowed to react with sulfonyl azides to give the target compounds in moderate to good yields.
Unexpected C=N bond formation via NaI-catalyzed oxidative de-tetra-hydrogenative cross-couplings between N,N-dimethyl aniline and sulfamides
Zheng, Yang,Mao, Jincheng,Chen, Jie,Rong, Guangwei,Liu, Defu,Yan, Hong,Chi, Yongjian,Xu, Xinfang
, p. 50113 - 50117 (2015/06/25)
A direct and convenient C=N bond formation reaction was reported, which was a de-tetra-hydrogenative cross-coupling (DTCC) reaction between N,N-dimethyl aniline and sulfamide under transition-metal-free conditions, and to give sulfonyl amidine derivatives in moderate to high yields.
Metal- and solvent-free synthesis of N-sulfonylformamidines
Chandna, Nisha,Chandak, Navneet,Kumar, Pawan,Kapoor, Jitander K.,Sharma, Pawan K.
, p. 2294 - 2301 (2013/09/24)
A solvent-free green synthesis of N-sulfonylformamidines is reported via the direct condensation of N,N-dimethylformamide dimethyl acetal (DMF-DMA) and sulfonamide derivatives at room temperature. The described method avoids the use of metal catalysts as
Otherwise inert reaction of sulfonamides/carboxamides with formamides via proton transfer-enhanced reactivity
Niu, Zaihai,Lin, Shaoxia,Dong, Zhiyong,Sun, Hao,Liang, Fushun,Zhang, Jingping
, p. 2460 - 2465 (2013/06/04)
NBS-mediated addition-elimination reaction of sulfonamides/carboxamides and formamides afforded N-sulfonylamidines and N-formylarylamides, respectively, depending on the different mechanism of elimination. Hydrogen bond-induced proton transfer leads to en
Unexpected route for the synthesis of N,N-dialkyl formamidines using phenyl chloroformate and N,N-dialkyl formamides
Kwak, Se Hun,Gong, Young-Dae
, p. 7107 - 7111 (2013/07/26)
An unexpected route for the synthesis of N,N-dialkyl formamidines has been reported by the reaction of amines with N,N-dialkyl formamides and phenyl chloroformate.
Direct condensation of sulfonamide and formamide: NaI-catalyzed synthesis of N-sulfonyl formamidine using TBHP as oxidant
Chen, Shulin,Xu, Yuan,Wan, Xiaobing
supporting information; experimental part, p. 6152 - 6155 (2012/01/03)
A new N-sulfonyl formamidine synthesis was developed via NaI-catalyzed direct condensation of sulfonamide and formamide. The green methodology is featured by high atom economy, easily available starting materials, the lack of need for a transition-metal c
Reactivity of 1-aryl-4-dimethylamino-2-phenyl-1,3diaza-1,3-butadienes towards dienopheles, 1,3-dipoles and carbanions
Croce, Piero Dalla,Ferraccioli, Raffaella,Rosa, Concetta La
, p. 1309 - 1318 (2007/10/03)
The reactivity of 1-aryl-4-dimethylamino-2-phenyl-1,3-diaza-1,3-butadienes (1) towards dienophiles, 1,3-dipoles and C-nucleophiles was investigated. N-Phenylmethylene-benzenesulfonamide (2), phenylisocyanate (6), C,N-diphenylnitrone (9) and acylacetates (10) reacted with 1 giving quinazoline or pyrimidine derivatives. The possible mechanisms involved in products formation are discussed.
