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2 International Letters of Chemistry, Physics and Astronomy

2 2013

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The chemistry and synthesis of 1H-indole-2,3-dione (Isatin) and its derivatives

Sonawane R.P., Tripathi R.R.

International Letters of Chemistry, Physics and Astronomy

2013

Vol. 7, iss. 1

30--36

Isatins are synthetically versatile substrates, where they can be used for the synthesis of a large variety of heterocyclic compounds. In this, a convenient method has been developed for the conversion of Indoles into Isatins and some heterocyclic derivative were synthesised such as 5- nitro-1H-indole-2,3-dione, 2-methylquinoline-4-carboxylic acid which may be used as raw material for drug synthesis. The general process utilizes the effective method for synthesis of Isatin from Indole is bromination and oxidation with an N-bromosuccinimide-dimethyl sulfoxide reagent. The nitration of Isatin at C-5 takes place by using KNO3, conc. H2SO4, 2-methylquinoline-4-caboxylic acid are usually obtained from pfitzinger reaction.

An extraction of the Isatin from the Couroupita Guianesis (cannon ball tree) and A novel synthesis of the N,N'-(2-oxo-3'H-spiro[indoline-3,2'-[1,3,4]thiadiazole]-3',5'-diyl]diacetamide from the Isatin

Tripathi R. R., Sonawane R. P.

International Letters of Chemistry, Physics and Astronomy

2013

Vol. 10, iss. 2

119-125

Isatins are synthetically versatile substrates, where they can be used for the synthesis of a large variety of Isatins and heterocyclic compounds. In this, the isatin were extracted from the floral material of Couroupita guianesis commonly known as an Cannon ball tree. After that, a novel heterocyclic spiro derivative having an IUPAC name N,N’-(2-oxo-3’H-spiro[indoline-3,2’-[1,3,4] thiadiazole]-3’5’-diyl)diacetamide were synthesized , which may be used as raw material for drug synthesis. A spiro compound N,N’-(2-oxo-3’H-spiro[indoline-3,2’-[1,3,4] thiadiazole]-3’5’-diyl)diacetamide were synthesise by refluxing Isatin And thiosemicarbazone in ethanol and then on heating with acetic anhydride underwent to cyclization into intermediate that on acetylation of the NH and NH2 groups afforded the spiro compound.