Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,320 (Yen only)
Period: This Article can be accessed for 7 days.

Note | Regular issue | Vol 60, No. 1, 2003, pp.167-175
Published online, 25th November, 2002
DOI: 10.3987/COM-02-9637
An Easy Method for the N-Alkylation of Amides, Carbamates, Ureas and Azoles. Reactivity of 4-Chloromethylpyrazoles with Weak Nucleophiles under Neutral Conditions

Mayoral Elena Pérez and Ballesteros Paloma

*Departamento de Química Orgánica y Biologiá, Faclutade de Ciencias, UNED, Senda del Rey 9, E-28040 Madrid, Spain

Abstract

4-Chloromethylpyrazoles are shown to react readily with amides, carbamates, ureas and azoles under neutral conditions giving the corresponding N-monoalkylated derivatives with moderate yields. Alkylation of alcohols and thiols occurs under the same conditions. The procedure described may provide a convenient and easy method for the introduction of a 4-pyrazolylmethyl group into molecules containing functional groups with weak nucleophilic character.