53324-02-0Relevant articles and documents
Synthesis of some heterocycles of expected biological activity through the action of isatin-3-thiosemicarbazone on acetylenic ketones and esters
Youssef, Ahmed S. A.
, p. 173 - 188 (2007/10/03)
Isatin-3-thiosemicarbazone (1) reacted with 1-aryl-3-phenylprop-2-yn-1-ones (2a-c) in n-butanol to give 4-aryl-6-phenyl-2-[2-oxo-2H,3H-benzo(b) pyrrolidine-3-iminyl]-imino-2H-1,3-thiazines (3a-c). Similar treatment of 1 with acetylenic esters (4a-c) gave the 6-substituted derivatives of 2-imino-3-[2-oxo-2H,3H-benzo(b)pyrrolidine-3-iminyl]-2,3-dihydro-4-oxo-1,3- thiazine (5a-c). Treatment of 1 with 4a-c in the presence of sodium ethoxide in ethanol gave the 6-substituted derivatives of 3-[2-oxo-2H,3H-benzo(b)pyrrolidine-3-iminyl]-4-oxo-2-thioxo-1,2,4- trihydropyrimidine (6a-c). However, when 1 was refluxed with 1-p-chlorophenyl-3-phenylprop-2-yn-1-one (2b) in ethanol it gave a mixture of 2,4,6-tris[2-oxo-2H,3H-benzo(b)pyrrolidine-3-iminyl] amino-1,3,5-triazine (7) and Z,Z-3,3′-thiodi(1-p-chlorophenyl-3-phenylprop-2-en-1-one) (8). The aziridine imine derivative (9) and the pyrazole derivatives (10a and b) were the only isolated products upon treatment of 3c, 6a, and 6c and 3a and 3b with hydrazine hydrate, respectively. Structures of all new compounds are evidenced by microanalytical and spectral data.
Reactions of Some Nucleophilic Sulphur Compounds with Aroylphenylacetylenes
Basyouni, M. N.,Omar, M. T.,Ghali, E. A.
, p. 266 - 268 (2007/10/02)
Imidazolidinethione (II) reacts with benzoylphenylacetylene (Ia) to give a mixture of (E,Z)-3,3'-thiodi(1,3-diphenylprop-2-en-1-one) (IVa) and its (Z,Z)-isomer (Va) in a ratio of about 3:1.However, p-anisoyl-(Ib)- and p-chlorobenzoyl-(Ic)-phenylacetylenes give only the corresponding (E,Z)-isomers (IVb and IVc).On the other hand, ammonium phenyldithiocarbamate (III) reacts with Ib and Ic to give (Z,Z)-3,3'-thiodi(1-p-methoxyphenyl-3-phenylprop-2-en-1-one) (Vb) and (Z,Z)-3,3'-thiodi(1-p-chlorophenyl-3-phenylprop-2-en-1one) (Vc) and its (E,Z)-isomer (IVc), respectively.Isothiocyanic acid reacts with aroylphenylacetylenes (Ia-c) to give the corresponding 1-aryl-3-isothiocyano-3-phenylprop-2-en-1-ones (VIa-c) which fail to react with ammonia and aliphatic amines.