Preparation of benzindole compounds from naphthalene compounds

Details Preparation of benzindole compounds from naphthalene compounds Preparation of benzindole compounds from naphthalene compounds

1994-07-19

1996-03-12

Haley, Jacqueline

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

544142, 544238, 546272, C07D20962

Patent

active

054987270

ABSTRACT:
The invention relates to a process for preparing a substituted 2-amino-benz[cd]indole of the Formula I: ##STR1## The nitro group of a substituted 1-nitro-8-cyano-naphthalene compound is reduced to an amine group to form a substituted 1-amino-8-cyano-naphthalene compound, which is cyclized to form the substituted 2-amino-benz[cd]indole. The reduction and cyclization may be effected in a one-pot procedure using a reducing agent such as stannous chloride, which generates an acid that cyclizes the reduction product. The syntheses of the 1-nitro-8-cyanonaphthalene compound and its precursors are also described.

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Bowman et al., "1,3,4,5-Tetrahydrobenz[cd]indoles and Related Compounds. Part III.," J.C.S. Perkin I: 438-442 (1973).
Chemical Abstracts, vol. 116, Abstract 116:128566v, Mar. 30, 1992.

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