3663-20-5Relevant articles and documents
Efficient nitriding reagent and application thereof
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Paragraph 0111-0112, (2021/03/31)
The invention discloses an efficient nitriding reagent and application thereof, wherein the nitriding reagent comprises nitrogen oxide, an active agent, a reducing agent and an organic solvent. By applying the nitriding reagent, nitrogen-containing compounds such as amide, nitrile and the like can be produced, and the method is simple in condition, low in waste discharge amount and simple in reaction equipment.
Nitromethane as a nitrogen donor in Schmidt-type formation of amides and nitriles
Jiao, Ning,Liu, Jianzhong,Qiu, Xu,Song, Song,Wei, Jialiang,Wen, Xiaojin,Zhang, Cheng,Zhang, Ziyao
supporting information, p. 281 - 285 (2020/01/28)
The Schmidt reaction has been an efficient and widely used synthetic approach to amides and nitriles since its discovery in 1923. However, its application often entails the use of volatile, potentially explosive, and highly toxic azide reagents. Here, we report a sequence whereby triflic anhydride and formic and acetic acids activate the bulk chemical nitromethane to serve as a nitrogen donor in place of azides in Schmidt-like reactions. This protocol further expands the substrate scope to alkynes and simple alkyl benzenes for the preparation of amides and nitriles.
Sulfated choline ionic liquid-catalyzed acetamide synthesis by grindstone method
Kalla, Reddi Mohan Naidu,Lim, Jaehwa,Bae, Jaeyeong,Kim, Il
supporting information, p. 1595 - 1599 (2017/04/03)
Sulfated choline ionic liquid (SCIL) has been found to be an efficient solid acid IL catalyst for the protection of amine groups with acetic anhydride under solvent-free grindstone conditions. The attractive features of this new catalytic methodology include its sustainability, facile work-up procedure, economic viability, and biodegradability. The SCIL catalyst was characterized using infrared spectroscopy, wide-angle X-ray scattering analysis, and scanning electron microscopy with energy dispersive X-ray spectroscopy. The catalyst could be reused six times without significant loss in activity. Furthermore, no chromatographic separations were needed to obtain the desired products.
Efficient Heterogeneous Gold(I)-Catalyzed Direct C(sp2)–C(sp) Bond Functionalization of Arylalkynes through a Nitrogenation Process to Amides
Nie, Quan,Yi, Feiyan,Huang, Bin,Cai, Mingzhong
, p. 3968 - 3976 (2017/11/20)
The first heterogeneous gold(I)-catalyzed direct C(sp2)–C(sp) bond functionalization of arylalkynes through a nitrogenation process to amides has been achieved by using an ordered mesoporous silica (MCM-41)-immobilized phosphine gold(I) complex [MCM-41-PPh3-AuCl] as catalyst and silver carbonate (Ag2CO3) as cocatalyst with trimethylsilyl azide (TMSN3) as a nitrogen source, yielding a variety of amides in moderate to excellent yields under mild conditions. This heterogeneous phosphine gold(I) complex shows the same turnover numbers as the homogeneous chloro(triphenylphosphine)gold(I) (Ph3PAuCl) and can easily be recovered by simple filtration of the reaction solution and recycled at least eight times without significant loss of activity, providing a novel, efficient, practical and economic method for the synthesis of amides from alkynes. (Figure presented.).
A Systematic Study on the Synthesis of n-Butyl Substituted 8-Aminoquinolines
Koseoglu, Ahmet,Gul, Turan,Acar, Ali Ersin
, p. 263 - 270 (2016/02/10)
(Chemical Equation Presented) A systematic study on the synthesis of 8-aminoquinoline derivatives with an n-butyl group at each alternate position of the quinoline ring was carried out. Skraup Reaction and its Doebner-von Miller variation were used to obtain most of the quinoline ring except for the 2-butyl-8-aminoquinolines and 4-butyl-8-aminoquinolines where the commercially available methylquinoline derivatives were used as precursors. The structures of the synthesized compounds were characterized by FTIR, 1H-NMR, COSY, 13C-NMR and HRMS spectra.
5-n-butyl-1H-benzotriazole synthesis process
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Paragraph 0011, (2016/12/01)
The present invention discloses a 5-n-butyl-1H-benzotriazole synthesis process, which comprises: adding concentrated sulfuric acid to acetic anhydride in a dropwise manner, and adding 4-n-butyl aniline in a dropwise manner to prepare 4-n-butyl acetanilide; adding a mixed acid solution comprising 65% concentrated nitric acid and acetic anhydride to the 4-n-butyl acetanilide in a dropwise manner to synthesize 4-n-butyl-2-nitro acetanilide; synthesizing 4-n-butyl-2-nitroaniline by using the 4-n-butyl-2-nitro acetanilide, 95% ethanol and 40% sodium hydroxide as raw materials; under the effect of a catalyst, using the 4-n-butyl-2-nitroaniline and dehydrated alcohol and sequentially using nitrogen and hydrogen to convert under a closed condition to prepare 4-n-butyl-o-phenylenediamine; and adding the 4-n-butyl-o-phenylenediamine, water and sodium nitrite to an autoclave to synthesize the 5-n-butyl-1H-benzotriazole. According to the present invention, the process equipment is simple, and the product yield is high.
THERAPEUTICALLY ACTIVE COMPOUNDS FOR USE IN THE TREATMENT OF CANCER CHARACTERIZED AS HAVING AN IDH MUTATION
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Page/Page column 103-104, (2011/06/26)
Compounds and compositions comprising compounds useful in the treatment of cancer are described herein. The compounds and compositions can be used to modulate an isocitrate dehydrogenase (IDH) mutant (e.g., IDHIm or IDH2m) having alpha hydroxyl neoactivity
MODULATORS OF CCR9 RECEPTOR AND METHODS OF USE THEREOF
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Page/Page column 33, (2010/03/02)
Provided are compounds that are modulators of CCR9 receptor activity, compositions containing the compounds and methods of use of the compounds and compositions. In certain embodiments, provided are methods for treating or ameliorating diseases associated
Copper-catalyzed oxybromination and oxychlorination of primary aromatic amines using LiBr or LiCl and molecular oxygen
Menini, Luciano,Da Cruz Santos, Joyce C.,Gusevskaya, Elena V.
experimental part, p. 2052 - 2058 (2009/08/07)
Nuclear oxybromination of unprotected aromatic primary amines catalyzed by copper(II) acetate [Cu(OAc)2] under mild conditions has been developed, in which bromide ions are used as halogenating agents and dioxygen as a final oxidant. The catalyst shows not only high regioselectivity for para- or ortho-isomers but also a remarkable chemoselectivity for monobromination. Oxychlorination of aniline can also be performed under similar conditions, albeit with lower selectivities, with N-phenylacetamide being the main by-product. This simple catalytic method represents ecologically benign and economically attractive synthetic pathway to expensive low-volume aromatic haloamines.