Process for preparing 2-oxazolines

Details Process for preparing 2-oxazolines Process for preparing 2-oxazolines

1977-01-03

1980-05-20

Berch, Mark L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D26312, C07D26314

Patent

active

042039002

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.

REFERENCES:
patent: 2844589 (1958-07-01), Hess

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