A Convenient, One-Step Synthesis of Benzyl (Ar) Ureas of the Type ArCH2NHCONHR from Ar and R1OCH2NHCONHR via Ureidoalkylation

A Convenient, One-Step Synthesis of Benzyl (Ar) Ureas of the Type ArCH2NHCONHR from Ar and R1OCH2NHCONHR via Ureidoalkylation

A method for the one-step C-ureidoalkylation of phenol, anisole, or aniline rings furnishing ArCH2NHCONHR (Ar = benzyl) products in moderate to good yields is described. With phenol ring systems, higher yields were attained when the reaction was worked up with an acidic ethanethiol addition to cleav...

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Veröffentlicht in:Journal of organic chemistry 2009-04, Vol.74 (8), p.3156-3159
Hauptverfasser: Meece, F. Alex, Jayasinghe, Champika, Histand, Gary, Burns, Dennis H
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Sprache:eng
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Chemistry
Exact sciences and technology
Noncondensed benzenic compounds
Organic chemistry
Preparations and properties
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container_end_page 3159
container_issue 8
container_start_page 3156
container_title Journal of organic chemistry
container_volume 74
creator Meece, F. Alex
Jayasinghe, Champika
Histand, Gary
Burns, Dennis H
description A method for the one-step C-ureidoalkylation of phenol, anisole, or aniline rings furnishing ArCH2NHCONHR (Ar = benzyl) products in moderate to good yields is described. With phenol ring systems, higher yields were attained when the reaction was worked up with an acidic ethanethiol addition to cleave any O-ureidoalkylation products that formed during the reaction.
doi_str_mv 10.1021/jo900002n
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source American Chemical Society Publications
subjects Chemistry
Exact sciences and technology
Noncondensed benzenic compounds
Organic chemistry
Preparations and properties
title A Convenient, One-Step Synthesis of Benzyl (Ar) Ureas of the Type ArCH2NHCONHR from Ar and R1OCH2NHCONHR via Ureidoalkylation
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