148-87-8Relevant articles and documents
A high efficiency energy-saving environmental protection N - ethyl N - cyanoethyl aniline preparation method (by machine translation)
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Paragraph 0013-0034, (2017/04/28)
The invention is efficient energy-saving environmental protection N - ethyl N - cyanoethyl aniline preparation method, comprises a medium-pressure synthesis, and in the reaction, the addition reaction of the rectification and distillation, medium pressure in the synthesis, the alcohol, aniline and 1st catalyst into the medium-pressure in a reaction kettle, 1st catalyst by phosphorus oxychloride and copper-chromium according to weight ratio of 5:1 - 2 is mixed, after the reaction the crude product obtained after N - ethyl aniline rectification; in addition reaction, the N - ethyl aniline with catalyst third thin eyeball and 2nd input addition reaction kettle, 2nd catalyst is zinc chloride and copper-chromium according to weight ratio of 6:2 by mixing, reaction to the end of the N - ethyl N - cyanoethyl aniline crude distillation after. The invention further improves the N - ethyl N - cyanoethyl aniline reaction selectivity of; the other in reducing energy use and shorten the reaction time of the N - ethyl N - at the same time improve the selectivity of the cyanoethyl aniline. (by machine translation)
Hydroamination and alcoholysis of acrylonitrile promoted by the pincer complex {κP,κC,κP-2,6- (Ph2PO)2C6H3}Ni(OSO 2CF3)
Salah, Abderrahmen B.,Offenstein, Caroline,Zargarian, Davit
experimental part, p. 5352 - 5364 (2011/12/13)
This report describes the catalytic activity of the pincer-type complex {κP,κC,κP-2,6-(Ph 2PO)2C6H3}Ni(OSO2CF 3) (1) in the anti-Markovnikov addition of aliphatic and aromatic amines and alcohols to acrylonitrile, crotonitrile, and methacrylonitrile. The influence of additives on the catalytic activities was investigated, and it was found that substoichiometric quantities of water promoted the C-N bond forming reactions catalyzed by 1, especially the reactions involving aromatic amines; in comparison, NEt3 had a less dramatic impact. The opposite pattern was observed for the alcoholysis of acrylonitrile promoted by 1: water had no beneficial effect on these reactions, while NEt3 proved to be a potent promoter. Another important difference between these reactions is that hydroamination works better with more nucleophilic amines, whereas the alcoholysis reactions work well with ArOH, CF3CH2OH, and ArCH2OH but not at all with the more nucleophilic aliphatic alcohols methanol, ethanol, and 2-propanol. Both hydroamination and alcoholysis proceed much better with acrylonitrile in comparison to its Me-substituted derivatives crotonitrile and methacrylonitrile. Under optimized conditions, precatalyst 1 promotes conjugate additions to acrylonitrile with catalytic turnover numbers of up to 100 (hydroamination) or higher (alcoholysis). Spectroscopic studies have established that the main Ni-containing species in the hydroamination reactions is a cationic adduct in which the olefinic substrate is bound to the Ni center via its nitrile moiety; this binding activates the double bond toward an outer-sphere nucleophilic attack by the amine (Michael addition). The solid-state structures of the cationic nitrile adducts [{κP, κC,κP-2,6-(Ph2PO)2C 6H3}Ni(NCR)][OSO2CF3] (R = Me (2a), CH2CH2N(H)Ph (2e)), which can be regarded as model complexes for the species involved in the hydroamination catalysis, have been elucidated. Also reported are the solid-state structures of the charge-neutral compound {κP,κC,κP-2,6-(i- Pr2PO)2C6H3}Ni(OSO 2CF3) and an octahedral Ni(II) species resulting from the aerobic/hydrolytic oxidation of 1.
Assessment and use of two silicon carbide multi-well plates for library synthesis and proteolytic digests using microwave heating
Stencel, Lauren M.,Kormos, Chad M.,Avery, Keri B.,Leadbeater, Nicholas E.
experimental part, p. 2452 - 2457 (2009/09/26)
The use of two silicon carbide plates is reported for the preparation of three libraries of organic molecules using microwave heating. In addition, a preliminary study has been carried out, showing that one of the plates can also be used in a proteomics setting. Both the 24-position and 48-position plates heated evenly when irradiated with microwave energy. The 48-position plate was used to prepare a library of N-aryl functionalized β-amino esters via an aza-Michael reaction between anilines and Michael acceptors. The 24-position plate was used to prepare a library of biaryls via a Suzuki coupling methodology and a library of 1,4-dihydropyridines via a Hantzsch synthesis. The 48-position plate was also used to perform the proteolytic digestion of insulin chain B by trypsin. The Royal Society of Chemistry 2009.
