Pentazole and Other Nitrogen Rings

✍ Scribed by Prof. Dr. Rudolf Janoschek

• Publisher: John Wiley and Sons
• Year: 1993
• Tongue: English
• Weight: 321 KB
• Volume: 32
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.199302301

✦ Synopsis

Although the road of the pentazoles through chemistry has not only just begun, its end is not yet in sight; they have proved that they can stay the distance. Their history began in 1903 when Hantzsch"] tried in vain to form phenylpentazole (2) by rearrangement of benzenediazonium azide (l).[**] 1 2 Dimroth and de Montmollin121 also had no luck when they planned to prepare phenylpentazole from a chain of six nitrogen atoms (3). Then in 1915 success seemed to be at N=N-NH-C,H, N G N \ I * I N -C , H , f C , H , N H 2 N=N-NH-C,H, N 2 " 2 3 hand when zolyl acetic (4). But in v:N-,H Lifschitz13] believed he had synthesized pentaacid amidrazone (5) from tetrazolecarbonitrile the same year came a rebuttal from Curtius WN, ,NH + 2 N 2 H , + I N-CH,-C< + NH,