Synthesis of 4-aryloxy-7-nitrobenzofurazan Derivatives from 4-chloro-7-nitrobenzofurazan and Various Phenoxide Anions (Including Pharmaceuticals) in the Presence of Crown Ethers
نویسندگان
چکیده
4-Chloro-7-nitrobenzofurazan reacts by nucleophilic substitution with phenoxide anions derived from estriol (2c), ethynylestradiol (2d), phenol (3e), guaiacol (3f ), 2,6dimethoxyphenol (3g), eugenol (3h), isoeugenol (3i), the cytostatic Etoposide (4), and Reichardt’s betaine (5) in the presence of crown ethers a¬ording the corresponding 4-aryloxy7-nitrobenzofurazan derivatives 6c, 6d, 7e { 7i, 8, and 9. The structure of these compounds was con rmed by NMR spectra. Hydrophobicity/hydrophilicity parameters were investigated by reverse phase thin-layer chromatography. c ® Central European Science Journals. All rights reserved.
منابع مشابه
New electron-donor and -acceptor architectures from benzofurazans and sym-triaminobenzenes: intermediates, products and an unusual nitro group shift.
New all-conjugated C-C coupling products bearing both an electron-poor and an electron-rich aromatic moiety have been obtained from the reaction between sym-triaminobenzene derivatives and a series of isomeric chloro-nitrobenzofurazans. The reactions occur under mild reaction conditions, and in some cases a different behaviour depending on the presence, or not, of triethylamine was observed. Fr...
متن کاملSynthesis of chloro pyrazolone derivatives and their biological activities
3-Methyl-5-chloro-1-phenylpyrazol and its derivatives were prepared by the reaction with 3methyl -1-phenylpyrazol-5-one, phosphorous oxytrichloride and N-N dimethyl aniline respectively using catalyst. These compounds were further treated with alcohols and sodium hydroxide to form ether linkage. Ethyl acetoacetate reacted with phenylhydrazine at reflux temprature to give 3-methyl-1phenylpyrazol...
متن کاملSynthesis, Reactions and Evaluation of the Antimicrobial Activity of Some 4-(p-Halophenyl)-4H-naphthopyran, Pyranopyrimidine and Pyranotriazolopyrimidine Derivatives
A series of naphthopyran derivatives 3a-f were prepared. Reaction of 2-amino-4-(p-chlorophenyl)-7-methoxy-4H-naphtho[2,1-b]pyran-3-carbonitrile (3b) with Ac2O afforded two products, 2-acetylamino-7-methoxy-4-(p-chlorophenyl)-4H-naphtho-[2,1-b]pyran-3-carbonitrile (4) and 10,11-dihydro-3-methoxy-9-methyl-12-(p-chloro-phenyl)-12H-naphtho[2,1-b]pyran[2,3-d]pyrimidine-11-one (5) and treatment of 3b...
متن کاملRelationship of the membrane ATPase from Halobacterium saccharovorum to vacuolar ATPases.
Polyclonal antiserum against subunit A (67 kDa) of the vacuolar ATPase from Neurospora crassa reacted with subunit I (87 kDa) from a membrane ATPase of the extremely halophilic archaebacterium Halobacterium saccharovorum. The halobacterial ATPase was inhibited by nitrate and N-ethylmaleimide; the extent of the latter inhibition was diminished in the presence of adenosine di- or triphosphates. 4...
متن کاملPurification and properties of an ATPase from Sulfolobus solfataricus.
A sulfite-activated ATPase isolated from Sulfolobus solfataricus had a relative molecular mass of 370,000. It was composed of three subunits whose relative molecular masses were 63,000, 48,000, and 24,000. The enzyme was inhibited by the vacuolar ATPase inhibitors nitrate and N-ethylmaleimide; 4-chloro-7-nitrobenzofurazan (NBD-Cl) was also inhibitory. N-Ethylmaleimide was predominately bound to...
متن کامل