Title:
PROCESS FOR THE PREPARATION OF 3-METHYL-2-OXOINDOLINE
Document Type and Number:
WIPO Patent Application WO/1999/036401
Kind Code:
A1
Abstract:
A process for the preparation of 3-methyl-2-oxoindoline of chemical formula (2) by heating propionylphenylhydrazide of chemical formula (1) in the presence of one or more basic calcium compounds, wherein an organic solvent which can stand temperatures of as high as 180 °C or above in the presence of the calcium compounds is used in an amount by weight at least equivalent to that of the hydrazide. By virtue of these constituent features, a yield of as high as 75 % or above can be attained even when the amount of calcium oxide used is reduced to a level corresponding to 15 % (which is ordinary in the prior art). The process has also the advantage of facilitating the reaction control and the post-treatment.
Inventors:
KONDO HISAO (JP)
HIGASHIKAWA TETSURO (JP)
HIGASHIKAWA TETSURO (JP)
Application Number:
PCT/JP1999/000026
Publication Date:
July 22, 1999
Filing Date:
January 08, 1999
Export Citation:
Assignee:
MEDICAL INFORMATION SERVICES I (JP)
KONDO HISAO (JP)
HIGASHIKAWA TETSURO (JP)
KONDO HISAO (JP)
HIGASHIKAWA TETSURO (JP)
International Classes:
C07D209/34; (IPC1-7): C07D209/34
Foreign References:
| JPS4528982B1 | 1970-09-21 | |||
| JPH01110681A | 1989-04-27 |
Other References:
ISOBE M, HARANO K, TAGUCHI T: "STUDIES ON 3H-INDOLE. I. GENERAL SYNTHETIC ROUTE OF 3,3-DISUBSTITUTED 3H-INDOLES VIA THE CORRESPONDING OXINDOLES AND THEN INDOLINES", YAKUGAKU ZASSHI = JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, PHARMACEUTICAL SOCIETY OF JAPAN, JP, vol. 94, no. 03, 1 March 1974 (1974-03-01), JP, pages 342 - 350, XP002944348, ISSN: 0031-6903
LEE A-R, ET AL.: "SYNTHESIS OF 1,3-DIHYDRO-3,3-DIMETHYL-2H-INDOL-2-ONE DERIVATIVES ASPOSSIBLE NONSTEROIDAL CARDIOTONICS", JOURNAL OF HETEROCYCLIC CHEMISTRY, WILEY-BLACKWELL PUBLISHING, INC., US, vol. 32, no. 01, 1 January 1995 (1995-01-01), US, pages 01 - 11, XP002918140, ISSN: 0022-152X, DOI: 10.1002/jhet.5570320101
See also references of EP 1052251A4
LEE A-R, ET AL.: "SYNTHESIS OF 1,3-DIHYDRO-3,3-DIMETHYL-2H-INDOL-2-ONE DERIVATIVES ASPOSSIBLE NONSTEROIDAL CARDIOTONICS", JOURNAL OF HETEROCYCLIC CHEMISTRY, WILEY-BLACKWELL PUBLISHING, INC., US, vol. 32, no. 01, 1 January 1995 (1995-01-01), US, pages 01 - 11, XP002918140, ISSN: 0022-152X, DOI: 10.1002/jhet.5570320101
See also references of EP 1052251A4
Attorney, Agent or Firm:
Takino, Hideo (4th floor 36-13, Ebisu 2-chome Shibuya-ku Tokyo, JP)
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