An efficient process for the synthesis of cyclic amides
AssigneeAnthea Aromatics Private Limited
InventorsManoj Kumar MOHAPATRA, Ramamohanrao BENDAPUDI, Paul Vincent MENACHERRY, Vincent PAUL
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Abstract
Disclosed herein is an efficient, economical, industrially advantageous, straight-through process for the preparation of cyclic amides, also referred as lactams, in substantially pure form and high yield, from the corresponding cyclic ketones and a hydroxylammonium salt, using a combination of amphoteric metal oxide or amphoteric masked metal oxide and a base.
Claims11
A process for the preparation of cyclic amides of Formula I:
- comprising the steps of
- a) Contacting a compound of Formula II with a hydroxylammonium salt, amphoteric metal oxide or amphoteric masked metal oxide and a base for in-situ preparation of corresponding compound of Formula X;
- b) removing water formed;
- and
- c) contacting the compound of Formula X with a rearrangement solvent and a metal salt formed insitu as a by-product during formation of the compound of Formula X to catalyse a rearrangement reaction resulting into formation of the cyclic amide Formula I;
- wherein n and m each are independently selected from 0, 1, 2, 3, 4, 5, 6, 7, 8 or 9 and the sum of n+m is at least 2, and the compounds of Formula I and II have substituents R1, R2, R3 and R4,
- where R1, R2, R3 and R4 are independently of and selected from hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cyclo alkenyl, aryl, aralkyl and aromatic or non aromatic heterocycle, or
- R1, R2, R3 and R4 can be combined together to form a substituted or unsubstituted cycloalkyl or cycloaryl moiety, including bicyclic or heterocyclic moieties.
The process of claim 8 wherein the base is sodium carbonate.
The process of claim 10 wherein the rearrangement solvent is acetonitrile.
Dependencies are inferred from the claim text.