Final Report for Grants N00014-90-J-1648 and N00014-92-J-1695.
Abstract
2-4-(ARYL)AMINOcarbonylaminophenoxy-2-methyl propionic acid derivatives 26-37 were prepared by a two step reaction starting from commercial 4-aminophenol (Scheme 1). Its condensation in pyridine with isocyanates 2-13 led to intermediates 14-25. To avoid a formation of by-products the isocyanates were added to the reaction mixture at 0 deg C and the reactions were carried out at this temperature for a period of about 15 min. Then, the reaction was continued at room temperature. In most cases high yields were obtained (over 90%). Urea derivatives 14-23, while reacted with acetone-chloroform in the presence of NaOH followed by hydrolysis led to the sodium salts of the final products. The water suspension after reaction was washed with ethyl acetate to give solution of pure sodium salts. That modification omits a filtration, as it was described before - which is long and problematic. The final products were precipitated with 12% HCl.
Document Details
- Document Type
- Technical Report
- Publication Date
- Dec 29, 1993
- Accession Number
- ADA299443
Entities
People
- Thomas G. Burke
Organizations
- Ohio State University