Processes for the preparation of glyoxal-2-oxims

{
  "publication_number": "US4243812A",
  "country": "US",
  "kind": "A",
  "title": "Processes for the preparation of glyoxal-2-oxims",
  "abstract": "Novel derivatives of glyoxal-2-oxim represented by the chemical formula [I] wherein R is hydrogen or a lower alkyl or phenyl group, are provided in accordance with the present invention. These derivatives are prepared by reacting the corresponding isoxazole-5-carbaldehyde with nitromethane in the presence of a metal alkoxide, or the corresponding 5-acetylisoxazole with a nitrate. They have anti-inflammatory and/or analgesic activities.",
  "claims": [
    "1. A process for the preparation of a glyoxal-2-oxim derivative represented by the formula, ##STR5## wherein R represents hydrogen, C 1-4 alkyl or phenyl, which comprises reacting a compound of the formula, ##STR6## wherein R is defined as above, with a compound of the formula, R'ONO [IV] wherein R' represents hydrogen or lower alkyl selected from the group consisting of methyl, ethyl, propyl, butyl and amyl, at a temperature of -10° C. to 50° C.",
    "2. A process for the preparation of a glyoxal-2-oxim derivative represented by the formula, ##STR7## wherein R represents hydrogen, C 1-4 alkyl or phenyl, which comprises reacting a compound of the formula, ##STR8## wherein R is defined as above, with a compound of the formula, R'ONO [IV] wherein R' represents hydrogen or lower alkyl selected from the group consisting of methyl, ethyl, propyl, butyl and amyl, at a temperature of -10° C. to 50° C. in the presence of an acidic catalyst selected from the group consisting of hydrogen chloride gas, hydrochloric acid, sulfuric acid, and acetic acid.",
    "3. A process for the preparation of a glyoxal-2-oxim derivative represented by the formula, ##STR9## wherein R represents hydrogen, C 1-4 alkyl or phenyl, which comprises reacting a compound of the formula, ##STR10## wherein R is defined as above, with a compound of the formula, R'ONO [IV] wherein R' represents hydrogen or lower alkyl selected from the group consisting of methyl, ethyl, propyl, butyl and amyl, at a temperature of -10° C. to 50° C. in the presence of a basic catalyst selected from the group consisting of sodium methoxide, sodium ethoxide, potassium methoxide and potassium ethoxide."
  ],
  "cpc": [
    "C07D 261/08",
    "A61P 25/04",
    "A61P 29/00"
  ],
  "assignees": [
    "TAIHO PHARMACEUTICAL CO LTD"
  ],
  "filing_date": "1979-08-20",
  "publication_date": "1981-01-06",
  "grant_date": "1981-01-06",
  "priority_date": "1978-03-09",
  "application_number": "US-6788979-A",
  "family_id": "12217231"
}