16712-64-4Relevant articles and documents
-
Sunthankar,Gilman
, p. 8,14 (1951)
-
Effects of alkali and alkaline earth metals on the Kolbe-Schmitt reaction
Rahim, Mohammad Abdur,Matsui, Yoshihisa,Kosugi, Yoshio
, p. 619 - 622 (2002)
It was found that the carboxylations of magnesium, calcium, and barium phenoxides with carbon dioxide at 260 °C produced salicylic acid and dicarboxylic acids (4-hydroxyisophthalic acid and 2-hydroxyisophthalic acid) in very high yields (80-100%), exceeding that of the ordinary Kolbe-Schmitt reaction. The orientation (ortho/para ratio) was controlled not only by chelations of the intermediate with alkaline earth metal (Mg, Ca, Ba) ions, resulting in salicylic acid, but also by the sizes of metal ions (Rb, Cs), giving p-hydroxybenzoic acid in a much higher ratio than the widely used method with potassium or sodium phenoxide. These alkaline earth metals worked to produce 3-hydroxy-2-naphthoic acid by the reaction of 2-naphthoxide with carbon dioxide, but the yield of 6-hydroxy-2-naphthoic acid was comparable to that of 3-hydroxy-2-naphthoic acid when cesium or rubidium 2 naphthoxide was employed. Considerably high yields (～60%) of 6-hydroxy-2-naphthoic acid, a monomer of one of the best liquid-crystal polymers, was attained by the carboxylation of cesium or rubidium 2-naphthoxide in the presence of potassium or sodium carbonate, where the alkali metal ion was supposed to increase the reactivity of the substrate. The formation of "binol" was observed in the preparation of 2-naphthoxides with metal hydroxides, especially with copper(II) ion.
Synthesis and cytotoxicity of n-substituted dibenzo[a,j]xanthene-3,11-dicarboxamide derivatives
Song, Yongbin,Yang, Yihui,Wu, Lijun,Dong, Naiwei,Gao, Shang,Ji, Hongrui,Du, Xia,Liu, Bo,Chen, Guoyou,Dembinski, Roman
, (2017/04/03)
In order to study the structure-activity relationships of xanthene derivatives, four series of N-substituted 14-aryl-14H-dibenzo[a,j]xanthene-3,11-dicarboxamide derivatives were synthesized. The structures of all compounds were identified by 1H-NMR HR-MS and IR spectra in which compounds 6a-h were further identified by 13C-NMR spectra. The in vitro antitumor activity of the synthesized compounds was tested by MTT assay. Most of them displayed strong inhibitory activity on human hepatocellular carcinoma cell lines (SK-HEP-1 HepG2 and SMMC-7721 cells) and acute promyelocytic leukemia NB4 cells. Compounds 6c-6e exhibited significant inhibitory activity against NB4 cells with IC50 values of 0.52 μM and 0.76 μM respectively much lower than 5.31 μM of the positive control As2O3.
Production of aromatic hydroxycarboxylic acid
-
Paragraph 0065-0067; 0069-0070; 0071-0072, (2018/05/17)
PROBLEM TO BE SOLVED: To provide a production method capable of obtaining aromatic hydroxycarboxylic acid at high yield even under a reaction condition at low temperature. SOLUTION: The method for production of aromatic hydroxycarboxylic acid includes a process of reacting an alkali metal salt of aromatic hydroxy compounds with carbon dioxide in a medium. The method is characterized by performing the above reaction in the presence of a ligand alone or as its metal complex of 0.01-1.0 mol based on 1 mol of the alkali metal salt of the aromatic hydroxy compound. COPYRIGHT: (C)2012,JPOandINPIT
