Acetic Acid → Ethyl 1-(formylamino)-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate

関与物質

反応手順

Formic acid (13 ml, 0.33 m) was added to 31.2 ml (0.33 m) of acetic acid stirred in an ice bath. The mixture was stirred 15 minutes at 0° C. and 15 minutes at 55° C. It was then recooled to 0° C. and 8.1 g (0.033 m) of ethyl 1-amino-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate was added. An additional 9.2 ml of formic acid was then added, and the reaction mixture was stirred one hour at 0° C. and two hours at room temperature. The reaction mixture was poured into ice-water, and the solid product collected by filtration, washed with water, tetrahydrofuran and ether, and dried at 75° C. in vacuo to give 4.4 g of ethyl 1-(formylamino)-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate, m.p. 214° C. (decompn), which contained a minor amount of the corresponding N,N-diformyl compound.

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