公开(公告)号：AU4767396A

公开(公告)日：1996-08-21

申请号：AU4767396

申请日：1996-01-25

Applicant: CATALYTICA INC

Inventor： GRUBBER JOHN M ,  BULLS RAY A

IPC: C07C201/12 ,  C07C205/56 ,  C07D209/34 ,  C07C69/612

Abstract: The present invention provides a processes, having practical utility, for preparing 2-oxindoles, N-hydroxy-2-oxindoles, or mixtures thereof comprising: catalytically hydrogenating a 2-nitroarylmalonate diester to produce a 2-(N-hydroxyamino)arylmalonate diester, a 2-aminoarylmalonate diester, or mixtures thereof as a first reaction intermediate; cyclizing, by intramolecular aminolysis of one ester group, the first reaction intermediate to produce a N-hydroxy-2-oxindole-3-carboxylate ester, 2-oxindole-3-carboxylate ester, or mixtures thereof as a second reaction intermediate; and hydrolyzing and decarboxylating the remaining ester group of the second reaction intermediate to produce the N-hydroxy-2-oxindole, the 2-oxindole, or mixtures thereof, wherein the cyclization reaction and the hydrolysis and decarboxylation reaction are conducted in situ with the catalytic hydrogenation reaction without isolation of said reaction intermediates.

公开(公告)号：EP0809631A4

公开(公告)日：1998-07-08

申请号：EP96903664

申请日：1996-01-25

Applicant: CATALYTICA INC

Inventor： GRUBBER JOHN M ,  BULLS RAY A

IPC: C07C201/12 ,  C07C205/56 ,  C07D209/34 ,  C07C69/612

CPC classification number: C07D209/34 ,  C07C201/12 ,  C07C253/30 ,  C07C205/56 ,  C07C255/41

Abstract: The present invention provides processes having practical utility for preparing 2-oxindoles, N-hydroxy-2-oxindoles, or mixtures thereof comprising: catalytically hydrogenating a 2-nitroarylmalonate diester to produce a 2-(N-hydroxyamino)arylmalonate diester, a 2-aminoarylmalonate diester, or mixtures thereof as a first reaction intermediate: cyclizing, by intramolecular aminolysis of one ester group, the first reaction intermediate to produce a N-hydroxy-2-oxindole-3-carboxylate ester, 2-oxindole-3-carboxylate ester, or mixtures thereof as a second reaction intermediate; and hydrolyzing and decarboxylating the remaining ester group of the second reaction intermediate to produce the N-hydroxy-2-oxindole, the 2-oxindole, or mixtures thereof, wherein the cyclization reaction and the hydrolysis and decarboxylation reaction are conducted in situ with the catalytic hydrogenation reaction without isolation of said reaction intermediates.