Heterogeneous-catalytic fischer reaction. 13. Catalytic synthesis of 4-, 5-, 6-, and 7-methoxyindoles

Methoxy-substituted acetaldehyde phenylhydrazones were cyclized in the vapor phase on a GIPKh-115 catalyst to give 4-, 5-, 6-, and 7-methoxyindoles. 5-Methoxyindole was obtained in 50% yield, 4- and 6-methoxyindoles were obtained in 85% yield, and 7-methoxyindole was obtained in 45% yield.See [1] for Communication 12.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1054–1055, August, 1982.     

Reissert compound studies. XXXVI. Observations on 1,7-, 4,6-, 4,7-, and 1,10-phenanthrolines

Reissert compounds have been prepared from 1,7-, 4,6-, and 4,7-phenanthrolines. In the case of 4,7-phenanthroline, both mono- and di-Reissert compounds have been prepared. A number of Reissert analogs have also been prepared in this series. 1,10-Phenanthroline fails to give a Reissert compound.     

Indole derivatives. 136. 4-, 5-, 6-, and 7-Nitro-3-indolesulfonic chlorides and sulfonamides

The reaction of nitroindoles with chlorosulfonic acid in the presence of sodium sulfate was used to synthesize 4-, 5-, 6-, and 7-nitroindole-3-sulfonyl chlorides. Under the influence of ammonia and several amines these compounds were convened to nitroindole-3-sulfonamides which were reduced with hydrazine hydrate in the presence of Raney nickel to the corresponding amines.See [1] for Communication 135.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1341–1345, October, 1990.     

Reactions of Polyhalopyridines. 17. Synthesis of 2-, 3-, and 4-Perfluoroalkylthiopolychloropyridines

2-, 3-, and 4-Perfluoroalkylthiopolychloropyridines have been synthesized using perfluoroalkylated thiol and disulfide derivatives of polychloropyridines via the thermal decomposition of Xe(II) bisperfluoroalkylcarboxylates. It was shown that their formation takes place from the starting thiols only through the formation of the disulfides. It was found that 3,4,5,6-tetrachloro-2-trifluoromethylthiopyridine reacts with potassium p-tolylthiolate with retention of the fluorine containing fragment and substitution of the chlorine atom in position 4 of the pyridine ring by the tolythio group.     

Indolizines. 6. Relative reactivities of isomeric 6-, 7-, and 8-ethoxycarbonylindolizine derivatives

The kinetics of the alkaline hydrolysis of 2-phenyl-6-, -7-, and -8-ethoxycarbonylindolizines were studied. The rate constants for the hydrolysis of these compounds and the indexes of the dissociation constants of 2-phenylindolizine-6-,-7-, and -8-carboxylic acids were determined by spectrophotometry. The indexes of the electronic structures and reactivities of 2-methyl-6-, -7-, and -8-ethoxycarbonylindolizines were calculated from theory.See [1] for Communication [5].Deceased.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 627–633, May, 1979.