Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1995-11-03
1997-10-21
Haley, Jacqueline
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D20932
Patent
active
056797990
ABSTRACT:
There is disclosed a method for producing oxyindoles, which comprises reacting a 2-halogenophenylacetic acid or its salt with ammonia in the presence of a copper salt catalyst, and heating a mixture of the produced 2-aminophenylacetic acid or its salt and oxyindoles in the presence of an acid catalyst, to subject the 2-aminophenylacetic acid or its salt to a ring-closure reaction. According to this method, relatively readily available 2-halogenophenylacetic acids are used as a starting raw material to industrially produce highly pure oxyindoles in high yield in one pot without involving complicated steps. Further, since the amination is carried out at a temperature greatly lower than that of the conventional art, the lowering of the pH of the reaction liquid can be suppressed. Therefore, the restrictions on the specifications of the reaction apparatus, such as corrosion prevention and pressure resistance, can be mitigated.
REFERENCES:
:2:1-cd!oxindoles., J. Chem. Soc.; 1954 p. 1697-1703.
T.V. RajanBabu et al, .alpha.-Nitroarylation of Ketones and Esters: An Exceptionally . . ., J. Org. Chem.,51, p17041712 (1986).
Alexander B. Neill, A New Synthesis of Oxindole, J. Amer. Chem. Soc., vol. 75 p. 1508 (1953).
P. H. Groggins et al,Unit Processes in Organic Synthesis, International Student Edition, McGraw Hill, p. 388-397 (1933).
Hasegawa Kohei
Isogai Katsuhisa
Haley Jacqueline
K-I Chemical Industry Co., Ltd.
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