5-Bromo-1-methylindoline-2,3-dione

Abstract

In the title compound, C 9 H 6 BrNO 2 , the indoline ring system, the two ketone O atoms and the Br atom are nearly coplanar, with the largest deviation from the mean plane being À0.1025 (4) Å . In the crystal, molecules are linked by two weak C-HÁ Á ÁO hydrogen bonds and -interactions [inter-centroid distance = 3.510 (2) Å ], forming a three-dimensional structure. Structure descriptionIsatin derivatives have a wide range of biological properties. They display moderate antimicrobial effects in a wide variety of preclinical antimicrobial models. Isatin also exhibits other biological activities, such as anticonvulsant, cytotoxic, antifungal etc. Isatin and its analogs are versatile substrates, which can be used for the synthesis of numerous heterocyclic compounds Sridhar & Sreenivasulu, 2001;Sarangapani & Reddy, 1994;Varma et al., 2004;Pandeya et al., 1999;Aboul-Fadl et al., 2010). In our work, we are interested in developing a new 5-bromoisatin and continuing the research work of Qachchachi to explore other applications (Qachchachi et al., 2013(Qachchachi et al., , 2014Kharbach et al., 2016). The present paper reports the synthesis and crystal structure of 5-bromo-1-methylindoline-2,3-dione (see Scheme).The title compound is built up from two fused five-and six-membered rings linked to two ketone O atoms, a Br atom and a methyl group, as shown in Fig. 1. Besides the methyl H atoms, all the atoms of the structure are almost coplanar, with a maximum deviation of À0.1025 (4) Å for the Br1 atom.