ORGLIST: Alkylation of Semicarbazide

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From: F.J. Lalor (stch8002$##$bureau.ucc.ie)
Date: Tue Nov 27 2001 - 10:20:34 EST


Already posted this privately to the author of the original query but
if may be of some more general interest. 'This compound' referred to
below is, of course, 2-methylsemicarbazide, H2NN(Me)CONH2.
Fergus Lalor


>Date: Thu, 22 Nov 2001 18:27:11 +0000
>To: antonio regla <areglac$##$yahoo.com>
>From: "F.J. Lalor" <stch8002$##$bureau.ucc.ie>
>:
>
>>Dear list members:
>>
>>I am interested in learning about derivatives of semicarbazide,
>>especially alkylated at the nitrogen between the carbonyl and the
>>amino group. I would like to find a reference on how to do this
>>type of reaction, I suppose a base is needed to deprotonate
>>semicarbazide, and then an alkylating agent is added to it. I have
>>done some searches in Chem Abstracts, however, I have found very
>>little other than patents. I would appreciate any information you
>>may provide on this.
>>
>>Sincerely,
>>
>>Juan A. Regla
>>
>>Escuela de Farmacia, Universidad Autonoma de Morelos
>>
>>Cuernavaca, Mexico
>
>I synthesised this compound from methylhydrazine and potassium
>cyanate about 35 years ago as part of my doctoral research. The
>literature references in my thesis are:
>Taylor and Hartke, JACS V. 81 p. 2456 (1959)
>Brüning, Annalen, V. 253 p. 5 (1889)
>The yield is only about 13% but the starting materials are
>relatively inexpensive.
>Hope this helps -
>Fergus
>--
>
>
>--------------------------------------------------
>Dr. Fergus Lalor, Senior Lecturer, Chemistry Dept., University
>College, Cork, IRELAND.
>Telephone: 353-(0)21-902317. Fax: 353-(0)21-274097
>


--

--------------------------------------------------
Dr. Fergus Lalor, Senior Lecturer, Chemistry Dept., University
College, Cork, IRELAND.
Telephone: 353-(0)21-902317. Fax: 353-(0)21-274097

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