Journal of Organic Chemistry p. 3015 - 3017 (1981)
Update date:2022-08-04
Topics:
Richter, Reinhard
Temme, George H.
Simple aliphatic acid imides like diacetamide (1a), dipropionamide (1b), and diisobutyramide (6) react with oxalyl chloride with formation of O-acylated products of type 2a,b and 7, the structure of which was assigned on the basis of 1H-NMR and 13C-NMR data.Thermolysis of 2a,b results in HCl abstraction and ring closure, giving oxazolidinediones 5a,b.Heat treatment of 7 yields isobutyryl chloride and isobutyryl isocyanate.Glutarimide (10a) and adipimide (10b) yield fused heterocycles of type 12 directly when treated with oxalyl chloride.
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