반응 #7730

반응 방정식

4,4-diethoxy-3-oxo-butyric acid ethyl ester

guanidine carbonate

→

2-Amino-6-diethoxymethyl-3H-pyrimidin-4-one

용매

ethanol

반응 조건

후처리

1. 1
   온도under reflux until no solid
2. 2
   기타(˜4 hours)
3. 3
   농축The mixture was concentrated
4. 4
   workup.ADDITIONdiluted with water
5. 5
   여과the solid was collected by filtration
6. 6
   기타to give D1.1 (13.1 g, 74%) as a beige solid

실험 절차

A solution of 4,4-diethoxy-3-oxo-butyric acid ethyl ester [Johnson, T. B. and Mikeska, L. A. J. Am. Chem. Soc. 41, 810 (1919)] (18.0 g, 82.5 mol) in ethanol (300 mL) was treated with guanidine carbonate (14.8 g, 82.5 mol) and this was stirred under reflux until no solid remained (˜4 hours). The mixture was concentrated, diluted with water and the solid was collected by filtration to give D1.1 (13.1 g, 74%) as a beige solid. 1H-NMR (DMSO-d6) δ: 10.78 (1H, br s), 6.61 (2H, br s), 5.63 (1H, s), 4.90 (1H, s), 3.51 (4H, m), 1.13 (6H, t, J=7.1 Hz). LC/MSc: ret. time: 0.757 min. (M+H)+: 214. M.p.: 198.0–202.7° C.

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