Search

One pot green synthesis of 1-(1,2,4-triazol-4-yl)spiro[azetidine-2,3′-(3H)-indole]-2′,4′(1′H)-diones was carried out by the reaction of indole-2,3-diones,4-amino-4H-1,2,4-triazole and acetyl chloride/chloroacetyl chloride in ionic liquid [bmim]PF6 with/without using a catalyst. It was also prepared by conventional method via Schiff's bases, 3-[4H-1,2,4-triazol-4-yl]imino-indol-2-one. Further, the corresponding phenoxy derivatives were obtained by the reaction of chloro group attached to azetidine ring with phenols. The synthesized compounds were characterized by analytical and spectral (IR, 1H NMR, 13C NMR, and FAB mass) data. Evaluation for insecticidal activity against Periplaneta americana exhibited promising results.

The reactions of 3-aroylmethylene-indol-2-ones with 2-hydrazinobenzothiazole in different media and solvent were investigated. The impact of substitution on indolyl nitrogen was also studied. The chemical structure of the products was proven on the basis of their spectral (IR, 1H-NMR, 13C-NMR, Mass) and analytical studies.

(Received 9 April, revised 29 July 2012) Abstract: An efficient and mild method for the synthesis of some novel 7-(1H- -benzimidazol-2-ylazo)-1,3-dimethyl-6,8-disubstituted-1H-pyrimido(4,5-b)- (1,4)diazepine-2,4-diones in water has been developed. This method is a good option to obtain the title compounds in quantitative yields in a simple and inexpensive manner. Further, the NH of the title compounds was replaced by various substituents in an ionic liquid, (bmim)PF6, a recyclable and environ- mentally benign solvent. The synthesized compounds were characterized by analytical and spectral (IR, 1 H-NMR, 13 C-NMR and FAB mass) data and have been screened for their anti-anxiety activity in mice.

An efficient, facile and greener protocol for the synthesis of indole derivatives viz., 3′ H -spiro[indole-3,2′-[1,3]benzothiazole]-2(1 H )-ones, 6 H -indolo[2,3-b]quinoxalines and 3-(2-hydroxy-phenylimino)-1,3-dihydro-indol-2-ones, by the reactions of indole-2,3-diones with 1,2-difunctionalized benzene using tetrabutylammonium bromide (TBAB), as a surfactant under aqueous micellar media is described. This methodology has advantages of simple handling, mild reaction conditions and high yields of products in shorter reaction time as well as environmentally benign synthesis.

A greener, facile and efficient one-pot, three-component procedure for the synthesis of novel dispiropyrrolidine-bisoxindole derivatives by cycloaddition trapping of azomethine ylides generated in situ, via decarboxylative condensation of isatin with sarcosine (α-amino acid), has been reported in [bmim]PF6, an ionic liquid as a recyclable solvent in excellent yield without using any catalyst. This protocol provides mild reaction conditions, high yields of product in short reaction time, high regio- and stereoselectivity, operational simplicity and environmentally benign procedure.

2,4,6-Trichloro 1,3,5-triazine was selectively reacted with new nucleophilic reagents such as 4-methoxy-2-aminobenzothiazole, 2-chloro-4-trifluoromethyl-aniline, and phenylsubstituted thiourea in alkaline medium to give 2-(4-methoxybenzothiazol-2′-ylamino)-4-(phenylthioureido)-6-(substitutedthioureido)-1,3,5-triazines. The structures of these compounds were confirmed by IR, 1H NMR, 19F NMR, mass spectral data, and elemental analysis. The compounds show fungicidal activity against Alternaria alternata, Aspergillus niger, and Macrofomina. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

1-Trifluoroacetyl-3-dialkylaminomethyl-5-monosubstituted benzimidazoline-2-thiones have been synthesized from p-substituted anilines which were acetylated with trifluoroacetic acid. The trifluoroacetanilides were nitrated, reduced and cyclised with carbon disulphide in the presence of alcoholic potassium hydroxide and finally treated with formaldehyde and suitable secondary amines to afford the Mannich bases. The compounds were characterised by their analytical and spectral (ir, pmr, 19F and mass) data. The synthesized compounds have been screened for anti-inflammatory and analgesic activity and found to be active.