31385-27-0Relevant articles and documents
Synthesis of benz[d]oxazolones involving concomitant acetyl migration from oxygen to nitrogen
Ray, Sibdas,Ghosh, Sukla
experimental part, p. 2377 - 2388 (2010/09/07)
Heating of o-acetoxybenzoyl azides 6-10 in toluene leads to the Curtius reaction, which, when followed by closure of oxazolone ring with concomitant migration of acetyl group from oxygen to nitrogen, produces 3-acetoxybenz[d] oxazol-2(3H)-ones 11-15, which undergo hydrolysis with hot dilute hydrochloric acid to furnish benz[d]oxazol-2(3H)-ones 17-21. Thermal reaction of 2-hydroxy-5-nitrobenzoyl azide (22) in toluene finally yields a mixture of 5-nitrobenz[d]oxazol-2(3H)-one (20) and 5-nitrobenz[d]isoxazol-3(2H)-one (23). Copyright Taylor & Francis Group, LLC.
Novel antitumor 2-cyanoaziridine-1-carboxamides
Iyengar, Bhashyam S.,Dorr, Robert T.,Alberts, David S.,Hersh, Evan M.,Salmon, Sydney E.,Remers, William A.
, p. 510 - 514 (2007/10/03)
A set of 20 2-cyanoaziridine-1-carboxamides was synthesized from 2- cyanoaziridine and appropriate isocyanates. These compounds were active against a variety of solid and hematological tumor cells in culture, including strains resistant to doxorubicin and mitoxantrone. Their potencies in these assays correlated with the lipophilicity of substituents. The N- phenyl derivative was more potent and equally effective to imexon, a cyclized 2-cyanoaziridine-1-carboxamide of clinical interest, against cloned fresh human tumors.
