1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole

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1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole is a chemical compound with the molecular formula C14H18N2O. It belongs to the class of organic compounds known as indoles and indoloids. These are aromatic polycyclic compounds containing an indole, which is a bicyclic compound made up of a benzene ring fused to a pyrrole ring.

Structure and Properties[edit | edit source]

The structure of 1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole consists of a dihydropyrano ring fused to an indole ring. The indole ring is a bicyclic compound made up of a benzene ring fused to a pyrrole ring. The dihydropyrano ring is a six-membered heterocyclic ring with one oxygen atom and five carbon atoms. The compound also contains a dimethylaminoethyl group attached to the indole ring.

The molecular weight of 1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole is 230.3 g/mol. It is a solid at room temperature and has a melting point and boiling point that are dependent on the specific conditions under which the compound is synthesized and stored.

Synthesis[edit | edit source]

The synthesis of 1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole involves several steps. The first step is the formation of the indole ring, which can be achieved through a variety of methods, including the Fischer indole synthesis, the Bartoli indole synthesis, or the Madelung synthesis. The dihydropyrano ring is then formed through a Diels-Alder reaction or a similar process. Finally, the dimethylaminoethyl group is added through a nucleophilic substitution reaction.

Applications[edit | edit source]

While the specific applications of 1-(2-Dimethylaminoethyl)dihydropyrano(3,2-e)indole are not well-documented, compounds of this type often have biological activity and may be used in the development of pharmaceuticals. Indoles, in particular, are a key structural component of many natural products and pharmaceuticals, including the tryptophan amino acid and the serotonin neurotransmitter.

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Contributors: Prab R. Tumpati, MD