ORGLIST:Dimethylation of a hydrazIDE

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From: Merlin (medchem$##$worldnet.att.net)
Date: Wed Jun 19 2002 - 16:15:23 EDT

Colleagues:

Has anyone performed a DImethylation on a hydrazIDE?

We currently have utilized and concoction of the starting hydrazide with
MeI, 60% NaOH, and a PTC (TBAI) in toluene.

Yields generated were averaging around 80%.

Thing is, this won't work on scale up (2kg and greater).

Has anyone performed similar DImethylations on hydrazIDES?

We are thinking on using Dimethyl sulfate.

Current searches on Crossfire & SciFinder have given very little
information.

Any feedback (comments, literature sources) would be greatly appreciated.

Thank you in advance.

Cheers! 

--
George D. 'Merlin' McCallion
Associate Research Scientist
Chemical Development
Sanofi-Synthelabo Research
25 Great Valley Parkway
Malvern, PA 19355
United States

Office: 610.889.6294
Fax: 610.889.6367
E: George.McCallion$##$sanofi-synthelabo.com

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