Patent · US Expired

Process for the production of lactams

US5300649A · kind A · utility

5Cited by
1References
19Claims
0Family size

Assignee

Inventors

Key dates

Filing dateSep 3, 1992
Grant dateApr 5, 1994
Priority date
Expiry dateSep 3, 2012

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D211/86
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

.beta.,.gamma.-unsaturated .delta.-lactams, especially 2-azabicyclo[2.2.1]hept-5-en-3-one, are produced by Diels-Alder reaction of 1,3-dienes with sulfonyl cyanides and subsequent hydrolysis. The sulfonyl cyanides were formed in situ from cyanogen chloride and the corresponding sulfinates. By the renewed reaction of the sulfinate formed in the hydrolysis of the Diels-Alder adducts with cyanogen chloride, the sulfonyl cyanides are regenerated and a catalytic cyclic process results. The 2-azabicyclo[2.2.1]hept-5-en-3-one is a starting compound in the synthesis of antiviral nucleoside analogs.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.