5626-41-5Relevant articles and documents
1-Imidoalkylphosphonium salts with modulated Cα–P+ bond strength: synthesis and application as new active α-imidoalkylating agents
Adamek, Jakub,Mazurkiewicz, Roman,W?grzyk, Anna,Erfurt, Karol
supporting information, p. 1446 - 1455 (2017/08/02)
An effective synthesis of the hitherto unknown 1-imidoalkylphosphonium salts has been developed in the reported study. The crucial step in the method included the decarboxylative α-methoxylation of N-phthaloyl- or N-succinylamino acids to the corresponding N-(1-methoxyalkyl)imides, followed by the displacement of the methoxy group by the triarylphosphonium group through melting of the imide derivative with triarylphosphonium tetrafluoroborate. The imidoalkylating properties of the obtained 1-imidoalkylphosphonium salts were tested using the Tscherniac–Einhorn-type reaction with aromatic hydrocarbons as a model reaction. It was found that the Cα–P+ bond strength can be considerably reduced and the imidoalkylation of arenes can be markedly facilitated using 1-imidoalkylphosphonium salts derived from triarylphosphines with electron-withdrawing substituents such as tris(m-chorophenyl)phosphine, tris(p-chlorophenyl)phosphine and tris[p-(trifluoromethyl)phenyl]phosphine. Microwave irradiation also considerably facilitates the cleavage of the highly polar Cα–P+ bond.
A facile and green synthesis of novel imide and amidic acid derivatives of phenacetin as potential analgesic and anti-pyretic agents
Reddy, Yervala D.,Kumar, Padam P.,Devi, Bhoomireddy R.,Dubey, Pramod K.,Kumari, Yalamanchili B.
, p. 70 - 76 (2013/07/26)
Facile and green syntheses of potential analgesic and antipyretic compounds, N-(4-ethoxy-phenyl)-2-(1,3- dioxo-1,3-dihydroisoindol-2-yl)acetamide derivatives 6a-g and N-[(4-ethoxy-phenylcarbamoyl)methyl]phthalamic acid derivatives 10a-g have been developed. Two synthetic routes (A and B) have been established for the preparation of 6a-g. In the route-A, 4-ethoxyaniline 2 was reacted with chloroacetyl chloride 3 in a solution of potassium acetate and acetic acid to yield N-(4-ethoxyphenyl)-2-chloroacetamide 4. The latter was reacted with imide compounds 5a-g either in triethanolamine as a green solvent or in solid phase in the presence of TEBAC and KI to yield 6a-g. Alternatively, in the route-B, reaction of anhydrides 7a-g with glycine 8 yielded the (1, 3-dioxo-1, 3-dihydroisoindol-2-yl)acetic acid derivatives 9a-g which on reaction with 2 either in triethnolamine and DCC as a dehydrating agent or in solid phase in the presence of DCC gave 6a-g. The latter were hydrolyzed in 0.5N ethanolic KOH to afford 10a-g.
Synthesis and anticonvulsant activity of new 1-[2-oxo-2-(4-phenylpiperazin- 1-yl)ethyl]pyrrolidine-2,5-diones
Kamiński, Krzysztof,Rzepka, Sabina,Obniska, Jolanta
supporting information; experimental part, p. 5800 - 5803 (2011/10/18)
Twenty-two new 1-[2-oxo-2-(4-phenylpiperazin-1-yl)ethyl]pyrrolidine-2,5- diones were synthesized and tested for anticonvulsant activity. Initial anticonvulsant screening was performed using standard maximal electroshock (MES) and subcutaneous pentylenetet
Synthesis and antimicrobial activity of some new N-acyl substituted phenothiazines
Bansode, Tanaji N.,Shelke, Jayant V.,Dongre, Vaijanath G.
experimental part, p. 5094 - 5098 (2010/01/06)
A series of 2-substituted N-acylphenothiazines were synthesized by using imides, N-carboxymethyl imides and the structures of these newly synthesized compounds were confirmed by spectral and elemental analyses. All new compounds were tested for their antibacterial and antifungal activities. Some compounds showed promising antibacterial and antifungal activities.
MYCOBACTERIAL INHIBITORS
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Page/Page column 14, (2010/11/08)
The invention provides the use of certain succinimide compounds in the treatment of mycobacterial diseases.
Photoreactions of Succinimides with an N-Acyl Group in the Side Chain. Synthesis and Stereochemistry of Tricyclic Pyrrolopyrazine Ring Systems
Takechi, Haruko,Tateuchi, Sumiko,Machida, Minoru,Nishibata, Yoshihiko,Aoe, Keiichi,et al.
, p. 3142 - 3152 (2007/10/02)
Photocyclization of succinimides with an N-acyl group in the side chain gave bi- and tricyclic pyrrolopyrazines, some of which were converted to tricyclic amines by reduction.The stereochemistry of pyrrolopyrazine derivatives is discussed on the basis of the results of X-ray analysis and carbon-13 nuclear magnetic resonance spectroscopy.Keywords - succinimide; photocyclization; pyrrolo-pyrazine; hydrogen abstraction; X-ray analysis; 13C-NMR spectrum; tricyclic diamine