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Process for producing an enamide

Assignee: Sumitomo Chemical Co Ltd
•
Filing: 1977-04-26
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Granted: 1979-01-30
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Expires: 1997-04-26
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Abstract

Abstract Enamides are prepared by hydrogenating oximes having at least one hydrogen atom at the alpha -position in the presence of a carboxylic anhydride using a ruthenium catalyst. These enamides are important to obtain amino group-containing compounds by reduction or polymerization.

Inventors

  • 👤 Motoo Hazama

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 19:46
CPC Classifications
C; C07; C07C; C07C255/00

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 137 words
A process for the production of an enamide of the formula (I), ##STR6## where R 1 and R 2 independently are hydrogen, alkyl or aryl or R 1 and R 2 together are cycloalkyl, R 3 is -- OCOR 5 ,R 5 is alkyl, aralkyl or aryl, X hydrogen or -- COR 4 and R 4 is alkyl or aryl, which comprises hydrogenating an oxime having at least one hydrogen atom at the α-position represented by the formula (II), ##STR7## wherein R 1 , R 2 and R 3 are as defined above, in the presence of a carboxylic anhydride of the formula (III). (r.sub.4 co).sub.2 o (iii) wherein R 4 is as defined above, using a ruthenium catalyst, the amount of said carboxylic anhydride used being at least two times by mole based on the oxime.
Claim 2
Dependent Claim 137 words
A process for the production of an enamide of the formula (I), ##STR6## where R 1 and R 2 independently are hydrogen, alkyl or aryl or R 1 and R 2 together are cycloalkyl, R 3 is -- OCOR 5 ,R 5 is alkyl, aralkyl or aryl, X hydrogen or -- COR 4 and R 4 is alkyl or aryl, which comprises hydrogenating an oxime having at least one hydrogen atom at the α-position represented by the formula (II), ##STR7## wherein R 1 , R 2 and R 3 are as defined above, in the presence of a carboxylic anhydride of the formula (III). (r.sub.4 co).sub.2 o (iii) wherein R 4 is as defined above, using a ruthenium catalyst, the amount of said carboxylic anhydride used being at least two times by mole based on the oxime.
Claim 3
Dependent Claim 35 words
The process according to claim 1, wherein said ruthenium catalyst is Ru-carbon or Ru-alumina and is used in the amount of 0.001 to 100 % by mole based on the oxime of the formula (II).
Claim 4
Dependent Claim 31 words
The process according to claim 2 wherein the hydrogenation is carried out at a reaction temperature of 20° to 120° C. and at a hydrogen pressure of 1 to 200 atm.
Claim 5
Dependent Claim 12 words
A process according to claim 1 wherein the starting oxime is benzoinoxime.
Claim 6
Dependent Claim 20 words
A process according to claim 1 for preparing 1,2-diphenyl-1-acetylamino-2-acetoxyethylene or 1,2-diphenyl-1-diacetylamino-2-acetoxyethylene comprising reacting benzoinoxime with acetic anhydride using Ru-carbon catalyst.

References Cited (Backward Citations)

US4055512A Cited
US4049584A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-01-29 1982-07-31 1983-01-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-01-29 1986-07-31 1987-01-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-01-29 1990-07-31 1991-01-30 $7700.00 Window Closed / Lapsed

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