Intermediates for the preparation of 1,3-dihydro-2H-1,4-benzodiazepin-2-ones
Abstract
Abstract Two routes for the preparation of 2-(2-acylamido-2-amino)acetamidophenyl aryl ketones, used as intermediates in the synthesis of psycholeptic 1,3-dihydro-2H-1,4-benzodiazepin-2-ones are described. The first of these routes involves the formation of a 2-(2,2-diacyloxy)acetamidophenyl aryl ketone from glyoxylic acid and an aryl phenyl ketone via either a 2,2-diacyloxy acetyl halide or a 2,2-diacyloxy acetyl anhydride, coversion thereof to the corresponding 2-(2-acylamido-2-hydroxy) acetamidophenyl aryl ketone directly or via the 2-(2,2-dihydroxy)acetamidophenyl aryl ketone, formation of the corresponding 2-(2-acylamido-2halo)acetamidophenyl aryl ketone, and conversion to the 2-(2acylamido-2-amino)acetamidophenyl aryl ketone. The second route forms the 2-(2,2-dihydroxy)acetamidophenyl aryl ketone by reacting a 2,3-dicarboxylicacyl tartaric anhydride with a 2aminophenyl aryl ketone to obtain a 2-(3-carboxy-2,3acyloxy)propionamidophenyl aryl ketone, selectively hydrolyzing the so-obtained ketone and selectively oxidizing the product with a vic glycol cleaving agent.
Inventors
- 👤 Ronald J Mccaully
Bibliographic Details
Claims Analysis
Total Claims: 3References Cited (Backward Citations)
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