91608-35-4Relevant academic research and scientific papers
Method for preparing N-(5-methyl furfuryl)benzylamine through one-pot method
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Paragraph 0029; 0030; 0033; 0035; 0037, (2018/04/03)
A preparation method of N-(5-methyl furfuryl)benzylamine. The preparation method comprises the following steps: sequentially adding a multi-phase hydrogenation catalyst, 5-methyl furfural, a solvent and benzylamine in a reaction vessel, stirring under a hydrogen atmosphere of which the pressure ranges from normal pressure to 2.0Mpa and the reaction temperature ranging from normal temperature to 100 DEG C, reacting for 0.2 to 0.3 hour, and separating the catalyst and a product. According to the preparation method disclosed by the invention, an operation process is simplified, material loss brought by intermediate steps can be avoided, and maximum utilization of resources is realized; under a proper technological condition, the reaction time is greatly shortened, the production cost is reduced, and the production efficiency is increased; reaction is carried out under a mild condition, requirements on production equipment are not high, and the principle of safety production is met.
Synthesis of Imines and Amines from Furfurals Using Continuous Flow Processing
Bizet, Boris,Hornung, Christian H.,Kohl, Thomas M.,Tsanaktsidis, John
, p. 1069 - 1072 (2017/10/06)
A simple procedure for the condensation of the bio-derived furfurals, 5-(methyl)furfural (MF) and 5-(chloromethyl)furfural (CMF), with primary amines is described herein. The experiments were conducted in both batch and flow conditions, with reaction time
Skeletal Wagner-Meerwein rearrangement of perhydro-3a,6;4,5- diepoxyisoindoles
Zubkov, Fedor I.,Zaytsev, Vladimir P.,Nikitina, Eugeniya V.,Khrustalev, Victor N.,Gozun, Sergey V.,Boltukhina, Ekaterina V.,Varlamov, Alexey V.
scheme or table, p. 9148 - 9163 (2011/12/01)
An investigation of a skeletal Wagner-Meerwein rearrangement of variously substituted or quinoline-annulated 3a,6;4,5-diepoxyisoindol-1-ones is reported. Optimum reaction conditions (Ac2O, BF3·OEt 2, rt) were discovered fo
An efficient approach to isoindolo[2,1-b][2]benzazepines via intramolecular [4+2] cycloaddition of maleic anhydride to 4-α-furyl-4-N-benzylaminobut- 1-enes
Zubkov, Fedor I.,Boltukhina, Ekaterina V.,Turchin, Konstantin F.,Varlamov, Alexey V.
, p. 8455 - 8463 (2007/10/03)
Acylation of 4-α-furyl-4-N-benzylaminobut-1-enes with maleic anhydride gave 4-oxo-3-aza-10-oxatricyclo[5.2.1.01,5]dec-8-ene-6- carboxylic acid via amide formation followed by intramolecular Diels-Alder reaction of furan (IMDAF). The cycloaddition proceeded under mild reaction conditions (25°C) and provided only the exo-adduct in quantitative yield. Treatment of this compound with PPA gave isoindolo[2,1-b][2]benzazepine derivatives via ring opening, aromatization and intramolecular electrophilic alkylation. In order to extend the scope of the reaction sequence, 7-oxo-5,11b,12,13-tetrahydro-7H-isoindolo[2,1-b][2]benzazepine-8-carboxylic acids were further transformed into useful synthetic intermediates. Graphical Abstract.
Intra-molecular Diels-Alder reactions of citraconamic acids from furfurylamines and citraconic anhydride: Effects of substitution in the furan ring on regioselectivity
Murali, Rajappa,Surya Prakash Rao,Scheeren, Hans W
, p. 3165 - 3174 (2007/10/03)
Regioselectivity in the intra-molecular Diels-Alder (IMDA) reaction of furfurylcitraconamic acids derived from N-benzylfurfurylamines and citraconic anhydride can be controlled by substituents located in the furan ring and by reaction conditions. Reactions conducted under kinetic conditions resulted in cycloaddition products having methyl and aminomethylene substituent in 1,3-relationship whereas under thermodynamic conditions, excepting in the case of the 3-methylsulfanyl group, the products rearranged to more stable cycloadducts in which the substituents are in 1,2-relationship. Product formation can be explained on the basis of frontier orbital interactions and steric considerations.
Novel heterocyclic aminophosphonic acids derived from furan and thiophene
Boduszek,Vegh,Korenova,Uher
, p. 1271 - 1275 (2007/10/03)
Heterocyclic derivatives of aminomethylphosphonic acid were obtained in a one-pot procedure, by treatment of the corresponding heterocyclic aldimines with a mixture of trimethyl phosphite and bromotrimethylsilane (BrTMS). A reagent for phosphorylation of
