1979
DOI: 10.1002/jhet.5570160229
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Reaction of 1‐formyladamantane with heterocyclic compounds. Mass spectra, antibacterial and antifungal activity

Abstract: 1‐Formyladamantane reacts with some amino derivatives to give I, II, III and IV. 3‐Substiluted 2‐adamantyl‐4‐thiazolidinones (V), (VI) and (VII) were obtained by reacting the above compounds with mercaptoacetic acid. Their structure was established by ir, pmr and mass spectroscopy. All compounds synthesized inhibit the growth of gram‐negative and gram‐positive bacteria and fungi.

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Cited by 11 publications
(6 citation statements)
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“…On the other hand, 5-arylazo-4thiono-2-thiazolidinones (129) give both Nand Smethylated derivatives, 130 and 131, respectively, when treated with ethereal diazomethane.176 5-Arylidene-4-(arylimino)-2-thiazolidinones (132) yield iV-methyl derivatives (133) in the presence of ethereal diazomethane or methyl iodide and potassium ethoxide. 177 Compound 125 undergoes Mannich reaction176 and gives N-alkylated derivatives (134). Furthermore, the…”
Section: -Thiazolidinonesmentioning
confidence: 99%
See 1 more Smart Citation
“…On the other hand, 5-arylazo-4thiono-2-thiazolidinones (129) give both Nand Smethylated derivatives, 130 and 131, respectively, when treated with ethereal diazomethane.176 5-Arylidene-4-(arylimino)-2-thiazolidinones (132) yield iV-methyl derivatives (133) in the presence of ethereal diazomethane or methyl iodide and potassium ethoxide. 177 Compound 125 undergoes Mannich reaction176 and gives N-alkylated derivatives (134). Furthermore, the…”
Section: -Thiazolidinonesmentioning
confidence: 99%
“…The imino-amino tautomerism of 2-imino-4-thiazolidinones and its derivatives was studied by infrared nc6h5 ArHC A and 4-thiazolidinones have been reported by other workers (ref 105,110,119,123,134,[149][150][151]164,176,179,184,225,258,259,[264][265][266][267].…”
Section: B Infrared Spectroscopymentioning
confidence: 99%
“…+ was found to be as base peak. Radical ion [c] + exhibited CH-S bond cleavage (b-cleavage) followed by a rearrangement through a 1,4-hydrogen shift leading to the formation of ion [f] + at m/z 208 (loss of SCHCO) [14]. …”
Section: -{[(29-(299-substitutedaryl-499-thiazolidinon-399-yl)-1939mentioning
confidence: 99%
“…This encouraged us to explore the synthesis of 3- O -acylides bearing other heterocyclic systems for example thiazolidinone in place of the pyridyl residue. The thiazolidinone functionality in the molecule may be advantageous for antibacterial activity in view of similar system having been reported as antibacterials [ 10 11 ]. The thiazolidin-4-ones can be generated under very mild conditions using the DCC mediated one-pot synthesis reported by us [ 12 ].…”
Section: Introductionmentioning
confidence: 99%