Hi all,
I need to synthetize methyl 2,2,2-trichloroacetimidate, I saw the synthesis from Cl3CCN, but, I only have 2,2,2-trichloroacetic acid to start the
synthesis.
Can anybody help me please? smuv - 29-10-2009 at 15:50
Are you sure you don't mean trichloroacetamide? Trichloroacetamidate would be an anion.Nicodem - 30-10-2009 at 02:05
Liebigs Annalen der Chemie (1981) 70-84. Chemische Berichte, 91 (1958) 1049-1054. Journal of the Chemical Society [Section] C: Organic (1968) 1479-1483. Phosphorus and Sulfur and the Related Elements, 35 (1988) 1-4. Environmental Science and Technology, 24 (1990) 81-86. Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen, 64B (1931) 661-667. Trichloracetamino-Methyl Ether. Berichte der Deutschen Chemischen Gesellschaft, 40 (1907) 1643-1646.
Quote:
I only have 2,2,2-trichloroacetic acid to start the synthesis.
Then buy the nitrile.Jor - 30-10-2009 at 02:53
Maybe heating with urea will do. Heating GAA with urea yields acetamide.galvanize - 30-10-2009 at 06:41
Are you sure you don't mean trichloroacetamide? Trichloroacetamidate would be an anion.
I mean methyl 2,2,2-trichloracetimidate
grind - 2-11-2009 at 08:12
I think it is necessary to prepare the amide, which is the precursor of your temporarely desired nitrile.
Maybe it´s possible to go the usual way, that means adding SOCl2 to your acid to obtain the (when I remember correctly, very volatile) acid chloride.
With the chloride at hand, it should be easy to prepare the amide.
An important fact is, you have to find conditions which avoid the decarboxylation of the trichloroacetic acid to CO2 and CHCl3.
There are a lot ways from the amide to the nitrile, literature search will help you (similar prep. of amide).
Ok, all this are of course presumptions, I didn´t do any research concerning your problem. So don´t beat me if my presumptions are wrong ...DJF90 - 2-11-2009 at 08:35
If only you could form imines of esters... it might be possible, but I'm not aware of it! Even then you would have problems with ester hydrolysis.
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