Methyl iodide → HCID 22404769, compound

Participants

Reaction Steps

By the method of Example 1, Step G, 1.4 grams (0.005 mole) of 5-chloro-2,2-dimethyl-7-fluoro-2H-1-benzopyran-8-yl isocyanate was reacted with 0.3 gram (0.008 mole) of sodium hydride and 1.1 grams (0.006 mole) of ethyl 3-amino-4,4,4-trifluorocrotonate in 100 mL of tetrahydrofuran. Subsequently, 1.6 grams (0.011 mole) of methyl iodide and 1.5 grams (0.011 mole) of potassium carbonate were reacted with the product of the first reaction. The crude reaction product was purified by column chromatography on silica gel, with 1:9 methylene chloride:hexane and pure methylene chloride as eluants. The product-containing fractions were combined and concentrated under reduced pressure, yielding 1.5 grams of 3-(5-chloro-2,2-dimethyl-7-fluoro-2H-1-benzopyran-8-yl)-1-methyl-6-trifluoromethyluracil. The NMR spectrum was consistent with the proposed structure.

Provenance & Evidence