The crystal structure of 2(1-phenyl-3-methyl-5-chloro-1H-pyrazol-4-yl)-3-(1- naphthoylamido)-4-thiazolidinone (C24H19ClN4O2S, Mr = 462.94) has been determined by single- crystal X-ray diffraction method. The crystal b...The crystal structure of 2(1-phenyl-3-methyl-5-chloro-1H-pyrazol-4-yl)-3-(1- naphthoylamido)-4-thiazolidinone (C24H19ClN4O2S, Mr = 462.94) has been determined by single- crystal X-ray diffraction method. The crystal belongs to monoclinic, space group P21/c with a = 11.623(5), b = 11.579(5), c = 16.619(7) ? b = 90.112(8), V = 2237(2) 3, Z = 4, Dc = 1.375 g/cm3, m = 0.294 mm-1, F(000) = 960, R = 0.0492 and wR = 0.0768 for 3932 unique reflections with 1897 observed ones (I > 2s(I)). X-ray analysis reveals that there exist both intra-and intermolecular hydrogen bonds in the crystal lattice.展开更多
The compound 2-(1-naphthalenylamino)-4-thiazolidinone was synthesized by the reaction of 1-(naphthalene-1-yl)thiourea with ethyl chloroacetate in an ionic liquid, and its structure was characterized by IR, 1H NMR ...The compound 2-(1-naphthalenylamino)-4-thiazolidinone was synthesized by the reaction of 1-(naphthalene-1-yl)thiourea with ethyl chloroacetate in an ionic liquid, and its structure was characterized by IR, 1H NMR and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic, space group P21 /c with a=10.0081(3), b=14.5312(4), c=7.8739(2) , β=99.425(3)°, Z=4, V=1129.64(5)3 , Dc=1.425 g/cm3 , μ=0.269 mm-1 , F(000)=504, the final R=0.0519 and wR=0.1507. X-ray analysis indicated that the five-membered ring is essentially planar in this molecule, and intermolecular hydrogen bonds N(1)-H(1)…N(2), C(3)-H(3)…O(1), C(4)-H(4)…O(1) and C(12)-H(12a)…O(1) were observed. π-π Stacking interactions contribute to the stability of the structure. DSC-TG analysis showed that the title compound experienced a phase change at 190 ℃ and began to decompose above 240 ℃.展开更多
Fluorine substituted 4-thiazolidinone 5 bearing 1,2,4-triazinone obtained from the condensation of 3-Amino-6(2’-aminophenyl)-1,2,4-triazin-5(4H)-one (2) with an aromatic aldehyde followed by cycloaddition with mercap...Fluorine substituted 4-thiazolidinone 5 bearing 1,2,4-triazinone obtained from the condensation of 3-Amino-6(2’-aminophenyl)-1,2,4-triazin-5(4H)-one (2) with an aromatic aldehyde followed by cycloaddition with mercaptoacetic acid afforded the thiazolidinone (4), and treatment with ethyl trifluoroacetate. Structure of the products has been deduced from their correct elemental analysis and spectral measurements. The antifungal activity of the new fluorinated target also has been evaluated.展开更多
Novel 4-thiazolidione and 1,4-bis-thiazolidinone derivatives bearing antipyrine moiety have been obtained from condensation of 4-aminoantipyrine 1 with aromatic/heteroaldehydes followed by cycloaddition with mercaptoa...Novel 4-thiazolidione and 1,4-bis-thiazolidinone derivatives bearing antipyrine moiety have been obtained from condensation of 4-aminoantipyrine 1 with aromatic/heteroaldehydes followed by cycloaddition with mercaptoacetic acid in nonpolar solvents. Structure of the products has been deduced upon their elemental analysis and spectral measurements. Most of the targets evaluated as enzymatic effect towards some bacteria (E. coli) in compare with Xanthine oxidase (from buttermilk) where the role of compounds is an inhibition of purine metabolism enzymes caused by E. coli.展开更多
The potassium salts of thiocarboxanilide of 2- phenylimino-3-phenyl-4-thiazolidinone and 1,3- diphenyl-2-thioxo-4-imidazolone react with hydrazonoyl halides in N,N-dimethylformamide to afford the corresponding 1,3,4-t...The potassium salts of thiocarboxanilide of 2- phenylimino-3-phenyl-4-thiazolidinone and 1,3- diphenyl-2-thioxo-4-imidazolone react with hydrazonoyl halides in N,N-dimethylformamide to afford the corresponding 1,3,4-thiadiazoline derivatives. 2-Phenylimino-3-phenyl-4-thiazolidinone reacts with active chloromethylene compounds in N,N-dimethylformamide to give the corresponding thiazolylidenethiazolidin-4-one derivatives. The new compounds were characterized using IR, 1H NMR, 13C NMR and mass spectra.展开更多
Some new asymmetric thioethers 5 and 4-thiazolidinones 6 have been obtained from condensation of 5-formyl-3-(pyridin-4'-yl)-1,2,4-triazino[5,6-b] indole (3) with halogenated aromatic amines followed by addition of...Some new asymmetric thioethers 5 and 4-thiazolidinones 6 have been obtained from condensation of 5-formyl-3-(pyridin-4'-yl)-1,2,4-triazino[5,6-b] indole (3) with halogenated aromatic amines followed by addition of thiophenol and/or cycloaddition with thiolactic acids in nonpolar solvents. Structures of the products confirmed by elemental analysis and spectral measurements. The new systems obtained were evaluated as antifungal agents.展开更多
A convenient solvent less cyclocondensation from thiosemicarbazone of benzofuranone and chloroacetic acid using an ionic liquid, N-methylpyridinium tosylate for obtaining novel 4-thiazolidinones in excellent yields is...A convenient solvent less cyclocondensation from thiosemicarbazone of benzofuranone and chloroacetic acid using an ionic liquid, N-methylpyridinium tosylate for obtaining novel 4-thiazolidinones in excellent yields is reported. Also, the green expedient synthesis of new 2,4-disubstituted thiazoles under grinding condition from phenacyl bromides and thiosemicarbazide derivatives in quantitative yields is reported.展开更多
文摘The crystal structure of 2(1-phenyl-3-methyl-5-chloro-1H-pyrazol-4-yl)-3-(1- naphthoylamido)-4-thiazolidinone (C24H19ClN4O2S, Mr = 462.94) has been determined by single- crystal X-ray diffraction method. The crystal belongs to monoclinic, space group P21/c with a = 11.623(5), b = 11.579(5), c = 16.619(7) ? b = 90.112(8), V = 2237(2) 3, Z = 4, Dc = 1.375 g/cm3, m = 0.294 mm-1, F(000) = 960, R = 0.0492 and wR = 0.0768 for 3932 unique reflections with 1897 observed ones (I > 2s(I)). X-ray analysis reveals that there exist both intra-and intermolecular hydrogen bonds in the crystal lattice.
基金supported by the Natural Science Foundation of Zhejiang Province (Y4080234)
文摘The compound 2-(1-naphthalenylamino)-4-thiazolidinone was synthesized by the reaction of 1-(naphthalene-1-yl)thiourea with ethyl chloroacetate in an ionic liquid, and its structure was characterized by IR, 1H NMR and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic, space group P21 /c with a=10.0081(3), b=14.5312(4), c=7.8739(2) , β=99.425(3)°, Z=4, V=1129.64(5)3 , Dc=1.425 g/cm3 , μ=0.269 mm-1 , F(000)=504, the final R=0.0519 and wR=0.1507. X-ray analysis indicated that the five-membered ring is essentially planar in this molecule, and intermolecular hydrogen bonds N(1)-H(1)…N(2), C(3)-H(3)…O(1), C(4)-H(4)…O(1) and C(12)-H(12a)…O(1) were observed. π-π Stacking interactions contribute to the stability of the structure. DSC-TG analysis showed that the title compound experienced a phase change at 190 ℃ and began to decompose above 240 ℃.
文摘Fluorine substituted 4-thiazolidinone 5 bearing 1,2,4-triazinone obtained from the condensation of 3-Amino-6(2’-aminophenyl)-1,2,4-triazin-5(4H)-one (2) with an aromatic aldehyde followed by cycloaddition with mercaptoacetic acid afforded the thiazolidinone (4), and treatment with ethyl trifluoroacetate. Structure of the products has been deduced from their correct elemental analysis and spectral measurements. The antifungal activity of the new fluorinated target also has been evaluated.
文摘Novel 4-thiazolidione and 1,4-bis-thiazolidinone derivatives bearing antipyrine moiety have been obtained from condensation of 4-aminoantipyrine 1 with aromatic/heteroaldehydes followed by cycloaddition with mercaptoacetic acid in nonpolar solvents. Structure of the products has been deduced upon their elemental analysis and spectral measurements. Most of the targets evaluated as enzymatic effect towards some bacteria (E. coli) in compare with Xanthine oxidase (from buttermilk) where the role of compounds is an inhibition of purine metabolism enzymes caused by E. coli.
文摘The potassium salts of thiocarboxanilide of 2- phenylimino-3-phenyl-4-thiazolidinone and 1,3- diphenyl-2-thioxo-4-imidazolone react with hydrazonoyl halides in N,N-dimethylformamide to afford the corresponding 1,3,4-thiadiazoline derivatives. 2-Phenylimino-3-phenyl-4-thiazolidinone reacts with active chloromethylene compounds in N,N-dimethylformamide to give the corresponding thiazolylidenethiazolidin-4-one derivatives. The new compounds were characterized using IR, 1H NMR, 13C NMR and mass spectra.
文摘Some new asymmetric thioethers 5 and 4-thiazolidinones 6 have been obtained from condensation of 5-formyl-3-(pyridin-4'-yl)-1,2,4-triazino[5,6-b] indole (3) with halogenated aromatic amines followed by addition of thiophenol and/or cycloaddition with thiolactic acids in nonpolar solvents. Structures of the products confirmed by elemental analysis and spectral measurements. The new systems obtained were evaluated as antifungal agents.
文摘A convenient solvent less cyclocondensation from thiosemicarbazone of benzofuranone and chloroacetic acid using an ionic liquid, N-methylpyridinium tosylate for obtaining novel 4-thiazolidinones in excellent yields is reported. Also, the green expedient synthesis of new 2,4-disubstituted thiazoles under grinding condition from phenacyl bromides and thiosemicarbazide derivatives in quantitative yields is reported.