Patent · US Expired

Process for preparing 2-oxazolines

US4203900A · kind A · utility

16Cited by
1References
12Claims
0Family size

Assignee

Inventor

Key dates

Filing dateJan 3, 1977
Grant dateMay 20, 1980
Priority date
Expiry dateJan 3, 1997

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D263/14
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A cyclodehydration reaction is described for preparing 2-oxazolines which comprises reacting in liquid phase (a) an N-(2-hydroxyalkyl)carboxamide with (b) a small but catalytic amount of an iron-containing compound. The reaction is normally conducted at elevated temperatures (e.g., 180.degree.-200.degree. C.) and under reduced pressure. Both 2-H- and 2-substituted-2-oxazolines are prepared by this process. For example, 2-H-2-oxazoline and 2-ethyl-2-oxazoline were prepared in 83.1 percent and 90.2 percent yields, respectively, by contacting the appropriate N-(2-hydroxyethyl)carboxamide with ferrous chloride tetrahydrate at temperatures of approximately 180.degree.-200.degree. C./50 mm Hg. Under these conditions, the oxazoline product and water were codistilled from the reaction mixture essentially as fast as they were formed.

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