Preparation of Trifluoromethylated (Arylaminomethylene)malononitriles Suitable for Synthesis of 4-Amino-2-(trifluoromethyl) quinoline Derivatives by Intramolecular Friedel–Crafts Reaction

Synthesis ◽  
2018 ◽  
Vol 50 (10) ◽  
pp. 2124-2130 ◽  
Author(s):  
Fariba Rahmani ◽  
Ali Darehkordi

An approach for the synthesis of 4-amino-2-(trifluoromethyl)quinolines via the intramolecular Friedel–Crafts reaction of 2-(1-(arylamino)-2,2,2-trifluoroethylidene)malononitrile derivatives is reported. This simple protocol provides a wide variety of 4-amino-2-(trifluoromethyl)quinolines in good to excellent yields, without any purification. Furthermore, the 2-(1-(arylamino)-2,2,2-trifluoroethylidene) malononitrile derivatives used in this project have been synthesized by the reaction of N-aryl-2,2,2-trifluoroacetimidoyl chlorides and malononitrile at ambient temperature and under microwave irradiation in excellent yields, for the first time.

Synlett ◽  
2018 ◽  
Vol 29 (08) ◽  
pp. 1047-1054 ◽  
Author(s):  
Fulvia Felluga ◽  
Fabio Benedetti ◽  
Federico Berti ◽  
Sara Drioli ◽  
Giorgia Regini

A practical and general method for the Biginelli cyclocondensation of guanidine with aldehydes and β-dicarbonyl compounds is described and illustrated with the synthesis of a set of 26 functionalized 2-amino-3,4-dihydropyrimidines. The simple protocol involves the ­microwave-mediated reaction of a twofold excess of guanidine hydrochloride with the required reaction partners in an alcohol at 120 °C. Yields are generally good, with short reaction times and a simple workup. The scope is considerably wider than that of similar reactions ­carried out under conventional heating.


2021 ◽  
pp. 074873042110342
Author(s):  
Daniel W. Hart ◽  
Barry van Jaarsveld ◽  
Kiara G. Lasch ◽  
Kerryn L. Grenfell ◽  
Maria K. Oosthuizen ◽  
...  

Mammals have evolved circadian rhythms in internal biological processes and behaviors, such as locomotor activity (LA), to synchronize to the environmental conditions they experience. Photic entrainment of LA has been well established; however, non-photic entrainment, such as ambient temperature ( Ta), has received much less attention. To address this dearth of knowledge, we exposed two subterranean endothermic-homeothermic African mole-rat species, the solitary Cape mole-rat ( Georychus capensis [GC]) and social Mahali mole-rat ( Cryptomys hottentotus mahali [CHM]), to varying Ta cycles in the absence of light. We showed that the LA rhythms of these two species entrain to Ta cycles and that the majority of LA occurred during the coolest 12-h period. LA confined to the coolest Ta periods may be the direct consequence of the poor heat dissipation abilities of African mole-rats brought about by physiological and ecological constraints. Recently, it has been hypothesized that Ta is only a strong zeitgeber for circadian rhythms in species whose thermoregulatory abilities are sensitive to changes in Ta (i.e., heterotherms and ectotherms), which previously has excluded endothermic-homeothermic mammals. However, this study demonstrates that Ta is a strong zeitgeber or entrainer for circadian rhythms of LA in subterranean endothermic-homeothermic mammals as a consequence of their sensitivity to changes in Ta brought about by their poor heat dissipation abilities. This study reinforces the intimate link between circadian rhythms and thermoregulation and conclusively, for the first time, provides evidence that Ta is a strong zeitgeber for endothermic-homeothermic mammals.


2021 ◽  
Author(s):  
Hanbang Liu ◽  
Danhua Yuan ◽  
Liping Yang ◽  
Jiacheng Xing ◽  
Shu Zeng ◽  
...  

The traditional zeolites used in air separation are generally N2-selective adsorbents. It was found for the first time that the O2/N2 adsorption selectivity can be reversed by directly decorating the...


2020 ◽  
Vol 56 (12) ◽  
pp. 1792-1794 ◽  
Author(s):  
Subbareddy Mekapothula ◽  
Matthew A. Addicoat ◽  
David J. Boocock ◽  
John D. Wallis ◽  
Peter J. Cragg ◽  
...  

A novel co-pillar[4+1]arene has been synthesised for the first time, using microwave irradiation and utilised as a chromatographic stationary phase.


2013 ◽  
Vol 9 ◽  
pp. 1170-1178 ◽  
Author(s):  
Aleksey I Gerasyuto ◽  
Zhi-Xiong Ma ◽  
Grant S Buchanan ◽  
Richard P Hsung

A successful enone version of an intramolecular aza-[3 + 3] annulation reaction is described here. Use of piperidinium trifluoroacetate salt as the catalyst and toluene as the solvent appears to be critical for a successful annulation. We also demonstrated for the first time that microwave irradiation can accelerate aza-[3 + 3] annulation reactions. An attempt to expand the scope of the enone aza-[3 + 3] annulation was made in the form of propyleine synthesis as a proof of concept. While synthesis of the enone annulation precursor was successfully accomplished, the annulation proved to be challenging and was only modestly successful.


2012 ◽  
Vol 2012 ◽  
pp. 1-5 ◽  
Author(s):  
G. B. Lebron ◽  
T. L. Tan

The integrated band intensities of ethylene (12C2H4) in the 640–3260 cm−1 region were determined by Fourier transform infrared (FTIR) spectroscopy. The infrared absorbance spectra of the ν7 and ν10, ν12, ν7+ν8, ν6+ν10, v11, and ν9 and ν2+ν12 bands of ethylene recorded at a resolution of 0.5 cm−1 were measured at an ambient temperature of 296 K at various vapor pressures ranging from 3×10−5 to 1×10−3 atm to obtain respective Beer-Lambert's law plots. The measured integrated band intensities in cm−1/cm atm were S(ν9andν2+ν12)=112.20±0.24, S(ν11)=55.35±0.14, S(ν12)=41.22±0.30, and S(ν7andν10)=328.66±16.55. In addition, the measured infrared band intensities of the ν7+ν8 and ν6+ν10 combination bands of ethylene are reported for the first time: S(ν7+ν8)=21.701±0.028 cm−1/cm atm and S(ν6+ν10)=2.568±0.025 cm−1/cm atm.


2018 ◽  
Vol 20 (42) ◽  
pp. 27162-27168 ◽  
Author(s):  
Sung Man Park ◽  
Hong Lae Kim ◽  
Chan Ho Kwon

Composition of the crotonaldehyde sample at ambient temperature was determined as 93.0%, 3.4%, 3.4%, and 0.2% for the tt-/tc-/ct-/cc-conformers, respectively, for the first time.


RSC Advances ◽  
2016 ◽  
Vol 6 (99) ◽  
pp. 96914-96917 ◽  
Author(s):  
Ming Chen ◽  
Shuanglong Wang

A one-step synthesis of PMDA–ODA polyimide at ambient temperature was reported for the first time, in which a polyimidization reaction was rapidly accomplished in 99% yield in an imidazolium-based ionic liquid containing a non-nucleophilic base.


ChemInform ◽  
2006 ◽  
Vol 37 (52) ◽  
Author(s):  
Shujiang Tu ◽  
Yan Zhang ◽  
Runhong Jia ◽  
Bo Jiang ◽  
Junyong Zhang ◽  
...  

2013 ◽  
Vol 291-294 ◽  
pp. 730-733
Author(s):  
Yi Si Yang ◽  
Yan Zhang

Michael-type addition of stabilized phosphorus ylides to nitroolefins was accomplished under microwave irradiation for the first time. Its subsequent reaction with formaldehyde provides γ-nitro-β-aryl-α-methylene arone. The solvents, microwave time and power were screened, the best yield was got(up to 62% ).


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