1,2-Dibromoethane → HCID 14150220, compound

Participants

Reaction Steps

In a manner similar to the procedure described in Example B except that a 100 milliliter three-necked Morton flask was used, 10.0 grams (39.6 mmol) of ethyl 3-[(4-nitrophenyl)amino]-3-oxopropanoate, 13.7 grams (99.1 mmol) of anhydrous potassium carbonate, 40 milliliters of anhydrous dimethylformamide and 3.4 milliliters (40.0 mmol) of 1,2-dibromoethane were reacted for a period of 7 days to give 1.6 grams (5.8 mmol) of ethyl 1-(4-nitrophenylaminocarbonyl)cyclopropanecarboxylate as a pale yellow solid having a melting point of 159.0° C.-161.0° C. The total yield was 15 percent. Recrystallization from methylene chloride-hexane furnished 1.39 grams (5.0 mmol) of 1-(4-nitrophenylaminocarbonyl)cyclopropanecarboxylate as pale yellow needles having a melting point of 159.5° C.-161.0° C. NMR analysis of the product indicated the following:

Provenance & Evidence