From: Yuehui Zhou (yuehuizhou$##$hotmail.com)
Date: Sat Jun 22 2002 - 03:40:08 EDT
Hi,
I didn't do the exact reaction, but have some experience with methylation.
Dimethylsulfate is very toxic reagent. You may use much cheaper and safer
trimethylphosphate as methylating reagent, which is less reactive, but you
can use in higher temperature. You may not even need solvent and PTC. Good
luck!
Yuehui Zhou
R&D, Cytec Canada
>From: Merlin <medchem$##$worldnet.att.net>
>To: Discussion Groups <medchem$##$worldnet.att.net>
>Subject: ORGLIST:Dimethylation of a hydrazIDE
>Date: Wed, 19 Jun 2002 20:15:23 +0000
>
>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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