5274-70-4Relevant academic research and scientific papers
Synthesis, characterization, and photochromism study of two spiropyran molecules with a terminal alkynyl functional group and their new 1,2,3-triazoline-containing derivatives
Mahdavian, Ali Reza,Nasr-Isfahani, Hossein,Notash, Behrouz,Sepehr, Zeinalabedin
, (2021/10/19)
The spiropyran derivatives are known for their good photochromic properties. These photochromic compounds are isomerized between two forms; merocyanine is the open-ring form and spiropyran is the closed-ring form. In this work, two spiropyran derivatives (compounds 1 and 2) with the N-alkynyl functional group are prepared. The click reactions of these spiropyran derivatives with 1-azido-4-nitrobenzene and (azidomethyl)benzene are studied. For this purpose, 3,3-dimethyl-2-methylene-1-prop-2-ynyl-2,3-dihydro-1H-indole is synthesized, which is then reacted with 3- and 5-nitrosalicylaldehyde. The FT-IR, 1H-NMR, and 13C-NMR spectra of the reaction products are used for their characterization. The solutions of the products in methanol are prepared, and their UV–visible spectra are investigated. The darkening of the crystals of compound 1 upon exposure to the UV irradiation indicates that the spiro C–O bond in this compound is weaker than that in compound 2, which is due to the presence of the nitro group in the para position relative to this bond, and consequently, the stabilization of the open-ring form.
Microwave assisted synthesis of nitro phenols from the reaction of phenols with urea nitrate under acid-free conditions
Verma, Sanny,Pandita, Sangeeta,Jain, Suman L.
, p. 1320 - 1322 (2014/03/21)
Urea nitrate was found to be an inexpensive, acid-free, and safe nitrating agent that provides mononitration of phenols and substituted phenols in excellent yields with exclusive ortho-selectivity under microwave irradiation. Microwave assisted reactions reduced the reaction times substantially and enhanced the product yields from good to excellent within shorter reaction times.
2,4-DIAMINO-6,7-DIHYDRO-5H-PYRROLO[2,3]PYRIMIDINE DERIVATIVES AS FAK/Pyk2 INHIBITORS
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Page/Page column 57-58, (2012/07/27)
The invention relates to a novel class of 2,4-diamino-6,7-dihydro-5H-pyrrolo[2,3]pyrimidine derivatives as a FAK and/or Pyk2 inhibitor, to a process for their preparation, and to a composition thereof, as well as to use of the compounds for the inhibiting FAK and/or Pyk2 and method for the treatment of a FAK and/ or Pyk2 mediated disorder or disease.
Nitration under continuous flow conditions: Convenient synthesis of 2-isopropoxy-5-nitrobenzaldehyde, an important building block in the preparation of nitro-substituted Hoveyda-Grubbs metathesis catalyst
Knapkiewicz, Pawel,Skowerski, Krzysztof,Jaskolska, Dagmara E.,Barbasiewicz, Michal,Olszewski, Tomasz K.
, p. 1430 - 1435 (2012/11/07)
Herein, we describe the use of continuous flow chemistry for selective, efficient and reproducible nitration of 2-isopropoxybenzaldehyde to produce the desired 2-isopropoxy-5-nitrobenzaldehyde, an important building block in the preparation of a ligand of nitro-substituted Hoveyda-Grubbs metathesis catalyst. Nitration was done with red fuming HNO3, and this challenging and hazardous process was performed using a flow-through silicon-glass microreactor equipped with a set of temperature sensors, and with a productivity of 13 g/h, providing us with a reproducible chemical process amenable for production of sufficient quantities of 2-isopropoxy-5-nitrobenzaldehyde for ongoing large-scale synthesis of nitro-substituted Hoveyda-Grubbs metathesis catalyst.
Cellulose-supported Ni(NO3)2.6H2O/2,4,6- trichloro-1,3,5-triazine (TCT) as a mild, selective, and biodegradable system for nitration of phenols
Nemati, Firouzeh,Kiani, Hossein,Hayeniaz, Yaser Saeidi
experimental part, p. 2985 - 2992 (2011/08/22)
Nitration of certain phenols and naphthols in the presence of biodegradable cellulose-supported Ni(NO3)2.6H2O/2,4,6- trichloro-1,3,5-triazine was carried out in acetonitrile at room temperature. Ortho nitrated phenols were obtained regioselectively within a short reaction time with good yields. The reaction condition was mild, and the employed cellulose could be recovered several times for further use. Copyright
Ethylammonium nitrate (EAN)/Tf2O and EAN/TFAA: Ionic liquid based systems for aromatic nitration
Aridoss, Gopalakrishnan,Laali, Kenneth K.
experimental part, p. 8088 - 8094 (2011/11/13)
Acting as in situ sources of triflyl nitrate (TfONO2) and trifluoroacetyl nitrate (CF3COONO2), the EAN/Tf 2O and EAN/TFAA systems, generated via metathesis in the readily available ethylammonium nitrate (EAN) ionic liquid as solvent, are powerful electrophilic nitrating reagents for a wide variety of aromatic and heteroaromatic compounds. Comparative nitration experiments indicate that EAN/Tf2O is superior to EAN/TFAA for nitration of strongly deactivated systems. Both systems exhibit low substrate selectivity (K T/KB = 5-10) in (Figure presented) between values reported for covalent nitrates and preformed nitronium salts.
Zn(NO3)2·6H2O/2,4,6-trichloro-1,3,5-triazine (TCT) a mild and selective system for nitration of phenols
Nemati, Firouzeh,Kiani, Hossein
experimental part, p. 403 - 406 (2010/12/24)
Certain phenols and naphthols were nitrated regioselectively with Zn(NO3)2·6H2O/TCT in acetonitrile as solvent at room temperature and short reaction time in good yields. The reaction condition was mild. TCT is a cheap and commercially available reagent. It performed as an acid catalyst in this transformation.
Cold microwave chemistry: synthesis using pre-cooled reagents
Bose, Ajay K.,Ganguly, Subhendu N.,Manhas, Maghar S.,He, William,Speck, Jeffrey
, p. 3213 - 3215 (2007/10/03)
A novel experimental procedure for chemical reactions has been devised that involves mixing and then freezing the reagents (organic solvent-free) to a sub-zero temperature such as -30 °C. This frozen mixture is exposed to microwave irradiation for a brief period of time. The use of pre-cooled reagents may give a single product not obtained by traditional microwave irradiation at room temperature. Interestingly, such a product may provide information about mechanisms by identifying the first step of a multiple step reaction.
Clay supported ammonium nitrate "clayan": A new reagent for selective nitration of arenes
Meshram,Ganesh,Madhavi,Eshwaraiah,Yadav,Gunasekar
, p. 2497 - 2503 (2007/10/03)
The nitration of activated, deactivated and highly functionalized arenes is described using clay-supported ammonium nitrate in the presence of perchloric acid.
Regeneration of carbonyl compounds by cleavage of C=N bonds under mild and completely heterogeneous conditions
Shirini,Zolfigol,Safari,Mohammadpoor-Baltork,Mirjalili
, p. 7463 - 7465 (2007/10/03)
Oximes, hydrazones, semicarbazones and azines are converted to the corresponding carbonyl compounds using a combination of Zr(HSO4) 4 and wet SiO2 in good to high yields under completely heterogeneous conditions.
