137557-23-4Relevant academic research and scientific papers
RING TRANSFORMATION OF HETEROCYCLRS: PART 3. A CONVERSION OF 4-AMINO-Δ2-1,2,4-OXADIAZOLINES INTO 2-ARYLAMINO-1,3,4-THIADIAZOLES AND OXAANALOGUES
Hussein, Ahmad Q.,El-Abadelah, Mustafa M.,Nazer, Musa Z.,Awadallah, Adel M.
, p. 981 - 990 (2007/10/02)
4-Amino-Δ2-1,2,4-oxadiazolines (1) are transformed into the corresponding 2-arylamino-1,3,4-oxadiazoles (5) or thiadiazoles (6) via reaction with phenyl isocyanate ( or phenyl isothiocyanate), followed by brief treatment of the resulting adducts (2 and 3) with trifluoroacetic anhydride at ambient temperature.Treatment of compounds (1) with trifluoroacetic anhydride gave 2-trifluoromethyl-1,3,4-oxadiazoles (8).
Ring Transformations of Heterocycles. Part 1. Transformation of 4-Amino-Δ2-1,2,4-oxadiazolines into 1,3,4-Oxadiazoles
El-Abadelah, M. M.,Nazer, M. Z.,Hussein, A. Q.,Awadallah, A. M.,Rademacher, P.,Woydt, M.
, p. 1229 - 1234 (2007/10/02)
3-Aryl-4-amino-Δ2-1,2,4-oxadiazolines 3 and their N-chloroacetyl derivatives 4, upon treatment with chloroacetic anhydride in refluxing toluene, afford 2-chloromethyl-5-aryl-1,3,4-oxadiazoles 5, suggesting the conversion sequence 3 -> 4 -> 5.The generality of the new ring transformation 4 -> 5 is supported similar conversion of other 4-(acylamino)-1,2,4-oxadiazolines 8 to 1,3,4-oxadiazoles 9.
