14737-80-5Relevant academic research and scientific papers
Process improvements in the synthesis of 2,4,5-trifluorobenzoic acid. selective hydrodefluorination of tetrafluorophthalimides
Fertel, Lawrence B.
, p. 111 - 115 (1998)
An improved preparation of the fluoroquinolone antibacterial intermediate 2,4,5-trifluorobenzoic acid is described. A combination of a selective hydrodefluorination and hydrolysis reaction of 3,4,5,6-tetrafluoro-N-methylphthalimide leading to 3,5,6-trifluorophthalic acid was key to the success of the process. In addition the development of a two-step, one-pot imidization/ halogen exchange from tetrachlorophthalic anhydride to 3,4,5,6-tetrafluoro-N-methylphthalimide in sulfolane solvent is detailed.
α-glucosidase inhibitors with a 4,5,6,7-tetrachlorophthalimide skeleton pendanted with a cycloalkyl or dicarba-closo-dodecaborane group
Sou, Sonei,Takahashi, Hiroyasu,Yamasaki, Ryu,Kagechika, Hiroyuki,Endo, Yasuyuki,Hashimoto, Yuichi
, p. 791 - 793 (2001)
Previous studies of α-glucosidase inhibitors derived from thalidomide revealed that 4,5,6,7-tetrachloro-N-alkylphthalimide derivatives are superior lead compounds. Structure - activity relationship studies indicated that a hydrophobic group at the N(2) position is mandatory for potent activity. Accordingly, we have designed and synthesized some 4,5,6,7-tetrachloro-N-cycloalkylphthalimide and 4,5,6,7-tetrachloro-N-dicarba-closo-dodecaborane derivatives. The prepared compounds exhibited potent α-glucosidase-inhibitory activity. Among them, 4,5,6,7-tetrachloro-N-cycloheptylphthalimide (9) showed the most potent activity, being approximately 30 times more active than the classical inhibitor, 1-deoxynojirimycin (1).
Relative reactivity of methyl iodide to ethyl iodide in nucleophilic substitution reactions in acetonitrile and partial desolvation accompanying activation
Kondo, Yasuhiko,Urade, Miyuki,Yamanishi, Yukari,Chen, Xinyu
, p. 1449 - 1454 (2007/10/03)
Through the examination of empirical correlations involving activation parameters for nucleophilic substitution of methyl iodide and of ethyl iodide, nucleophiles have been classified into three series: (1) nucleophiles with two equivalent reaction sites, (2) nucleophiles with a chlorine atom in the para-position, and (3) nucleophiles with a single reaction site. Three types of partial desolvation processes accompanying activation have been deduced on the basis of these classifications. A major factor determining the relative reactivity of methyl iodide to ethyl iodide in the substitution reaction of an anionic nucleophile having a single reaction site in acetonitrile (kMeI/kEtI) is suggested to be partial desolvation around the nucleophilic center on going from reactant to transition-state.
Studies on the Chemistry of Isoindoles and Isoindolenines, XXXVII. - Symmetrically Substituted 2-Alkyl-2H-isoindoles
Kreher, Richard P.,Sewarte-Ross, Guenter,Vogt, Guenther
, p. 1719 - 1727 (2007/10/02)
2-Alkyl-Rn-2H-isoindoles (1; Rn = 4,5,6,7-tetramethyl, 4,5,6,7-tetrachloro) have been prepared efficiently by the N-oxide route and characterized by spectroscopic means.
HYDROLYSIS IN THE ABSENCE OF BULK WATER 1. CHEMOSELECTIVE HYDROLYSIS OF AMIDES USING TETRAHALOPHTALIC ANHYDRIDES
Eaton, Jefferson T.,Rounds, William D.,Urbanowicz, John H.,Gribble, Gordon W.
, p. 6553 - 6556 (2007/10/02)
The reaction of primary and secondary amides with tetrafluorophthalic or tetrachlorophtalic anhydride gives carboxylic acids in good yield.The reaction is chemoselective in that the amide functionality can be hydrolyzed in the presence of ester groups.
