Accession Number : ADA299443

Title :   Final Report for Grants N00014-90-J-1648 and N00014-92-J-1695.

Descriptive Note : Final technical rept.,

Corporate Author : OHIO STATE UNIV COLUMBUS

Personal Author(s) : Burke, Thomas G.

PDF Url : ADA299443

Report Date : 29 DEC 1993

Pagination or Media Count : 18

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.

Descriptors :   *SYNTHESIS(CHEMISTRY), *AMINO ACIDS, *ACETATES, WATER, SODIUM, ROOM TEMPERATURE, PURITY, RESPONSE, YIELD, SUSPENSION DEVICES, SALTS, STARTING, HYDROLYSIS, HEMOGLOBIN, ETHYL RADICALS, ISOCYANATES, CONDENSATION.

Subject Categories : Biochemistry

Distribution Statement : APPROVED FOR PUBLIC RELEASE