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Synthesis of carbon-14 labeled 1, 4-benzodiazepines

✍ Scribed by Richard S. P. Hsi


Publisher
John Wiley and Sons
Year
1973
Tongue
French
Weight
248 KB
Volume
9
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

Reaction of 7‐chloro‐1, 3‐dihydro‐5‐phenyl‐2H‐1, 4‐benzodiazepine ‐2‐thione (Ia) and 7‐chloro‐5‐(2‐chlorophenyl)‐1, 3‐dihydro‐2H, 1, 4‐benzodiazepine‐2‐thione (Ib) with hydrazine produces. respectively, 7‐chloro‐5‐phenyl‐3H‐1, 4‐benzo‐diazepin‐2‐yl hydrazin (IIa) and 7‐chloro‐5(2‐chlorphenyl)‐3H‐1, 4‐benzodiaze‐pin‐d‐ylhydrazine (IIb). Acetylation of IIa and IIb with N‐acetyl ‐ 1^14^C‐imida‐zole affords acetic acid‐1‐^14^C 2‐(7‐chloro‐5‐phenyl‐3H‐1, 4‐benzodiazenpin‐2‐yl) hydrazide (IIIa) and acetic acid‐1‐^14^C 2‐[7‐chloro‐5‐(2‐chlorphenyl) ‐3H‐1, 4‐benzodiazepine‐2‐yl] hydrazide (IIIb). Compounds IIIa and IIIb are thermally cyclised to give 8‐chloro‐1‐methyl‐6‐phenyl‐4H‐s‐triazol [4, 3] [1, 4] benzodiase‐pine‐1‐^14^c (IVa) and 8‐chloro‐6 (2‐chlorophenyl)‐1‐methyl‐4H‐s‐trizolo[4, 3‐a] ‐[1, 4] benzodiazepine ‐1‐^14^C (IVb).


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