Intermediates for antiatherosclerotic furochromones

Information

  • Patent Grant
  • 4820851
  • Patent Number
    4,820,851
  • Date Filed
    Monday, July 14, 1986
    38 years ago
  • Date Issued
    Tuesday, April 11, 1989
    35 years ago
Abstract
The present invention particularly provides novel benzofuran compounds which are useful in the synthesis of khellin and antiatherosclerotic furochromones.
Description

BACKGROUND OF THE INVENTION
The present application relates to novel benzofuran compounds which are useful in the synthesis of khellin and antiatherosclerotic furochromones.
PRIOR ART
Methods of the total synthesis of khellin are known, as are certain chemical intermediates useful in its synthesis.
The use of pyrogallol in the synthesis of khellin intermediates is known. For example, the transformation of pyrogallol to the khellin intermediate 1-(2,3-dihydro-6,7-dihydroxy-5-benzofuranyl)ethanone is known. The parahydroxylation of this intermediate is also known. See Row, L. R., et al., Indian J. Chem., 5: 105 (1967) describing this transformation and the subsequent dimethylation to yield known khellin intermediates. U.S. Pat. No. 4,284,569 provides a variety of novel anti-atherosclerotic furochromones.





SUMMARY OF THE INVENTION
The present invention particularly provides:
(a) a benzofuran of formula III wherein R.sub.2 is C.sub.1 -C.sub.4 alkyl;
(b) a benzofuran of formula IV wherein R.sub.5 is C.sub.2 -C.sub.4 alkyl; and
(c) a benzofuran of formula V wherein one of R.sub.6 and R.sub.7 is C.sub.1 -C.sub.4 alkyl and the other is C.sub.2 -C.sub.4 alkyl with the proviso that R.sub.6 and R.sub.7 are different.
FORMULAS ##STR1##
Claims
  • 1. A benzofuran of formula III:
  • wherein R.sub.2 is C.sub.1 -C.sub.4 alkyl.
  • 2. A benzofuran of formula IV: ##STR2## wherein R.sub.5 is C.sub.2 -C.sub.4 alkyl.
CROSS REFERENCE TO RELATED APPLICATIONS

This application is a division of application Ser. No. 603,533 filed Apr. 25, 1984, now issued as U.S. Pat. No. 4,614,809 on Sept. 30, 1986, which is a division of application Ser. No. 378,686, filed May 17, 1982, now issued as U.S. Pat. No. 4,459,420 on July 10, 1984.

US Referenced Citations (2)
Number Name Date Kind
2680119 Robertson et al. Jun 1954
4284569 Gammill Aug 1981
Non-Patent Literature Citations (1)
Entry
Row et al., Indian J. Chem., 5, 105 (1967).
Divisions (2)
Number Date Country
Parent 603533 Apr 1984
Parent 378686 May 1982