Synthesis and isolation of N-(aryl or heteroaryl)-alkyl-N-hydroxyurea

US6080874A · kind A · utility

Assignee

• Abbott Laboratories · US

Inventors

• John E. Hengeveld · Kenosha, US
• Elise H. Leese · Libertyville, US
• Brian Stuart Moon · Holland, US
• Dennis M. Abad · Wheeling, US
• Kimberly A. Allen · Pleasant Prairie, US
• Philip E. Bauer · Chester Springs, US
• David B. Murphey · Gurnee, US
• Brian T. Fohey · Kenosha, US
• Richard Copp · Oregon, US
• Greg Lannoye · Wildwood, US
• Rodney M. Mittag · Highland Park, US

Key dates

• Filing date: Sep 25, 1998
• Grant date: Jun 27, 2000
• Expiry date: Sep 25, 2018

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D333/58
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The present invention provides a simple, 1-step process for preparing a N-(aryl or heteroaryl)-hydroxyurea comprising reacting the corresponding alcohol, ester or ether with hydroxyurea and acid. This reaction is particularly useful for preparing a benzo[b]thienyl substituted N-hydroxyurea of formula: ##STR1## from compound 1: ##STR2## by reacting compound 1 with hydroxyurea and acid. R.sup.1 is selected from the group consisting of hydrogen, 1-6 carbon alkyl, 1-6 carbon alkoxy, and halogen; R.sup.2 is an 1-4 carbon alkyl; and R.sup.3 is selected from the group consisting of hydrogen, acyl, methyl, ethyl and mixtures thereof. Additional steps to isolate the pure bulk product follow.