Preparation method of 2,3-anhydride naphthalene derivative

Abstract

The invention relates to a preparation method of a 2,3-anhydride naphthalene derivative, which comprises the main steps of: sequentially carrying out a halogenation reaction, a Carlson reaction and a condensation reaction (refluxed with acetic anhydride) by using an ortho-xylene derivative as an initial raw material for obtaining a target compound. The preparation method overcomes the defects of complicated step and low total yield in a traditional method for preparing the 2,3-anhydride naphthalene derivative, and has the advantages of simple and direct synthesizing route, mild reaction condition of each step, high yield of the target product and the like.

Description

technical field The invention relates to a preparation method of 2,3-naphthalene anhydride derivatives. Background technique Naphthalimides are an important class of heterocyclic compounds with wide applications. For example, 2,3-naphthoimide and 1,8-naphthoimide are used as fluorescent compounds in the biological field, such as probes for monitoring the binding of peptides to histocompatible proteins, selective opioid peptides, environmentally sensitive Fluorescent probes for peptide-peptide interaction, etc. (InVest. New Drugs 1992, 10, 177-181; Nucleic Acids Res. 1979, 7, 217-230; Cancer Res. 1995, 55, 1176-1180; Cancer Res. 1994, 54, 2199-2206; J. Natl. Cancer Inst. 1994, 86, 1462-1465). 2,3-naphthalene anhydride derivatives are an important intermediate for the preparation of 2,3-naphthoimide or its derivatives. Pub.No.: US2006 / 0234206A1 (publication date 2006-10-19) discloses a preparation method of 2,3-naphthalene anhydride derivatives, the synthetic route of whic...

AI Technical Summary

Problems solved by technology

This method has defects such as long synthetic route, poor reaction selectivity (such as a large amount of isomers will be produced in the second step reaction) and difficult purification.

Images