5445-85-2Relevant academic research and scientific papers
Novel 2H-1,3-benzoxazine ring formation by intramolecular heterocyclization of N-(α-aryloxyalkyl)imidoyl chlorides
Onys'ko, Petro P.,Zamulko, Kateryna A.,Kyselyova, Olena I.,Syzonenko, Yaroslav A.
, p. 421 - 428 (2017/12/18)
A convenient synthetic approach to derivatives of 2-trichloromethyl and 2-dichlorometylene-2H-1,3-benzoxazines, based on intramolecular heterocyclization of readily accessible N-(α-aryloxytrichloroethyl)imidoyl chlorides, was developed. Base induced dehyd
A facile synthesis of 1,3-thiazole-4-sulfonyl chlorides
Demydchuk, Bogdan A.,Kondratyuk, Kostyantyn M.,Korniyenko, Andrey N.,Brovarets, Vladimir S.,Vasylyshyn, Roman Y.,Tolmachev, Andrey,Lukin, Oleg
experimental part, p. 2866 - 2875 (2012/07/16)
(Chemical Equation Presented) A four-step preparative-scale synthesis of eight 2-alkyl- and arylsubstituted thiazole-4-sulfonyl chlorides from chloralamides is reported. Good yields and easy availability of starting materials are valuable advantages of the procedure that gives access to formerly unattainable building blocks. Copyright Taylor & Francis Group, LLC.
Synthesis of α-(acylamino)polyhaloalkylphosphoryl compounds by the reaction of trivalent phosphorus chlorides with N-(α-hydroxypolyhaloalkyl)amides
Onys'ko
, p. 1763 - 1767 (2007/10/03)
N-(α-Hydroxypolyhaloalkyl)amides react with trivalent phosphorus chlorides to give α-(acylamino)polyhaloalkylphosphoryl compounds via phosphorotropic rearrangement of intermediate phosphites or phosphinites.
ELECTROCHEMICAL STUDIES ON HALOAMIDES. PART VIII. ELECTROSYNTHESIS OF N-(HALO)VINYLAMIDES
Casadei, Maria Antonietta,Cesa, Stefania,Moracci, Franco Micheletti,Inesi, Achille
, p. 457 - 462 (2007/10/02)
The electrochemical reduction of N-haloethylamides 1a,b-4a,b (X = OCOCH3, Cl) at a mercury pool cathode in HCON(CH3)2 (or CH3CN) - 0.1 mol dm-3 Et4NClO4 solution has been investigated. 2,2,2-trichloroethyl derivatives 1a-4a (X = OCOCH3, Cl) give rise to the corresponding N-(2,2-dichlorovinyl)amides 5a-8a in good to excellent yields, whereas in the case of N-(2,2-dichloroethyl)amides 1b-4b the course of the reduction depends on the nature of the substituent at N-Cα and/or of the amide moiety.Acetamides 1b (X = OCOCH3, Cl) yield a mixture isomeric 5b, but pyrrolidone derivatives 2b behave differently depending on X.If X = Cl the expected isomeric dehydrohalogenation products 6b are formed, whereas vinylpyrrolidone 6c, in addition to 6b, is formed from 2b, X = OCOCH3.High yields of 6c are attained by treatment of N-(2-chloroethyl)-2-pyrrolidone, 9, with the electrogenerated pyrrolidone anion.
REACTION OF N,N-DICHLOROAMIDES WITH TRICHLOROETHYLENE
Mirskova, A. N.,Levkovskaya, G. G.,Gogoberidze, I. T.,Kalikhman, I. D.,Voronkov, M. G.
, p. 239 - 241 (2007/10/02)
The reaction of N,N-dichloroacetamide and N,N-dichlorobenzamide with trichloroethylene in an inert atmosphere leads to the formation of the products from the transformation of the corresponding acylimines of chloral, i.e. 2,2,2-trichloro-1,1-di(acetamido)benzamido ethanes, N-(2,2,2-trichloro-1-hydroxyethyl)acetamides and the corresponding benzamides, and pentachloroethane.In the reaction of N,N-dichlorobenzamide with trichloroethylene in the presence of atmospheric oxygen N-(dichloroacetyl)benzamide is obtained in additon to N-(2,2,2-trichloro-1-hydroxyethyl)benzamide and pentachloroethane.Its formation results from the parallel processes of oxidation of the trichloroethylene to dichloroacetyl chloride and reduction of the dichlorobenzamide to benzamide and their reaction.
Electrochemical Behaviour of Halogenoamides. The Role of Additional Functional Groups on the Reduction Pattern and the Nature of the Products
Carelli, Italo,Inesi, Achille,Casadei, Maria Antonietta,Renzo, Barbara Di,Moracci, Franco Micheletti
, p. 179 - 184 (2007/10/02)
The electorchemical reduction of halogenoamides (II)-(V) in dimethylformamide solutions containing Et4NClO4 as supporting electrolyte, was investigated both at mercury and at vitreous carbon electrodes.Bromoamides (II) and (III) undergo one-electron reduction yielding the debrominated amides CH3CONHC6H11 (I) and CH3CONHCH=CCl2 (VI) respectively, together with polymeric material.The nature and yield of these products account for a reduction pathway involving both electrochemically generated (e.g.c.; -CH2CONHR) and derived (d.c.; -CHBrCONHR) carbanions.The presence of other functional groups causes a marked alteration of the reaction pathway as shown in the reduction of the amides (IV) and (V), where only products derived from e.g.c. are formed.The formation of amide (VII) together with (VI) from the macroscale electrolysis of bromoacetoxyamide (V) is regarded as an example of electrode-assisted nucleophilic substitution.
