Mmh. Arief, INVESTIGATION ON SOME REACTIONS OF SACCHARINYL BENZOIC-ACID AZIDES, Phosphorus, sulfur and silicon and the related elements, 127, 1997, pp. 159-165
Saccharinyl benzoic acid azides 2a-c were used to synthesize a number
of noncondensed heterocyclic systems. Thus azides 2a or 2c reacted wit
h glycine to give 1,3-oxazolin-5-one derivatives 3a and 3b. However az
ide 2b reacted to give diaryl urea derivative which was easily cyclize
d to give imidazol -2,5- dione (6). Also azides 2a-c reacted with glyc
olic acid to give 1,3-oxazolin -2,5-dione derivatives (7a-c) and with
aroyl hydrazines to give the corresponding hydrazides (8a-f) which wer
e cyclized to 1,3,5-oxadiazole derivatives (9a-f).