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111535-67-2

ethyl 1-acetyl-4-methyl-6-(3-nitrophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-5-carboxylate synthesis

1synthesis methods
5-Pyrimidinecarboxylic acid, 1,2,3,4-tetrahydro-4-(3-nitrophenyl)-2-oxo-, ethyl ester

111535-69-4
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ethyl 1-acetyl-4-methyl-6-(3-nitrophenyl)-2-oxo-1,2,3,6-tetrahydropyrimidine-5-carboxylate

111535-67-2
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Yield:-

Reaction Conditions:

in acetic anhydride;

Steps:

1.b (b)

(b) Ethyl 3-acetyl-6-methyl-4-(3-nitrophenyl)-3,4-dihydropyrimidine-2(1H)one-5-carboxylate Compound 1a (1.00 gr.) in acetic anhydride (25 mL) was heated to reflux for 45 minutes. The reaction mixture was cooled and concentrated in vacuo to give a tan solid. The tan solid was purified by flash chromatography on silica gel eluted with methanol:methylene chloride (2:98) and two recrystallizations from toluene to yield the desired product 1b (m.p. 190°-190.5° C.). 1H NMR(360 MHz,CDCl3),δ=6.62 (S, 1H, ArCH).

References:

US4675321,1987,A