Process for producing n-acyl-acyloxy aromatic amines

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

560144, C07C 69017

Patent

active

046652167

ABSTRACT:
A process is provided for producing N-acyl-acyloxy aromatic amine, such as 4-acetoxyacetanilide by reacting a hydroxy-aromatic ketoxime with a carboxylic acid anhydride, e.g. acetic anhydride, in the presence of phosphoric or oxalic acid as a Beckmann rearrangement catalyst. Preferably the ketoxime is prepared by reacting a hydroxy aromatic ketone such as 4-hydroxyacetophone with a hydroxyl amine salt, and the ketone is obtained by the Fries rearrangement of a phenolic ester, e.g. phenyl acetate or the Friedel-Crafts acylation of a phenolic compound, e.g. phenol, with an acylating agent, e.g. acetic acid.

REFERENCES:
patent: 2650933 (1953-09-01), Pearl et al.
patent: 2833825 (1958-05-01), Lewis
patent: 4507248 (1985-03-01), Mathew et al.
patent: 4560789 (1985-12-01), Davenport
patent: 4568763 (1986-02-01), Davenport
Ganboa, "Synthesis Communications", vol. 13 (11), pp. 941-944 (1983).
Hawley, "The Condensed Chemical Dictionary", 8th Ed., Reinhold Co. (1974).
Stephen et al, (I) J. Chemical Society", (1931), pp. 886-895.
Stephen et al, (II) J. Chemical Society", (1956), pp. 980-985.
Bazkert, "Chemical Abstracts", vol. 94: 208934f.
Mostowicz et al, "Chemical Abstracts", vol. 91: 157234f
Auwers et al, Chemishe Berichte, 58, 36-51 (1925).
Pearson et al, J. Amer. Chem. Soc., 75, 5905-5908. (1953).
Simons et al, (I), J. Amer. Chem. Soc., 61, 1795-6, (1939).
Simons et al, (II), J. Amer. Chem. Soc., 62, 485-6, (1940).
Dann and Mylius, Annalen der Chemie, 587 Band, 1-11 (1954).

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Process for producing n-acyl-acyloxy aromatic amines does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for producing n-acyl-acyloxy aromatic amines, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for producing n-acyl-acyloxy aromatic amines will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-1803662

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.