CHED 420 |
| The 4-tosylamino derivative of 5,7-dichlorokynurenic acid was treated first with triphosgene and then with glycine in an attempt to produce the corresponding [({[5,7-dichloro-2-(ethoxycarbonyl)quinolin-4-yl]amino}carbonyl)amino]acetic acid derivative. The reaction led to the formation of an unexpected detosylated product that was difficult to purify. The impure product was refluxed with thionyl chloride in absolute ethanol and produced a product which was identified by NMR and elemental analysis as the 4-(ethyl N-carbamate) derivative of 5,7-dichlorokynurenate ethyl ester. Detosylation was also observed when either glycolic acid or thioglycolic acid was substituted for glycine. |
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Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Division of Chemical Education |