반응 #1540

반응 방정식

benzamidine hydrochloride hydrate

sodium acetate

ethyl 3,3-diethoxyacrylate

DMSO

→

6-ethoxy-2-phenyl-4(3H)-pyrimidinone

수율 57.0%

용매

NaOH

반응 조건

후처리

1. 1
   온도The mixture was cooled
2. 2
   세척washed with two 100 mL portions of ether
3. 3
   여과the precipitate was collected by filtration
4. 4
   기타dried under vacuum at 50° C.

실험 절차

A mixture of 3.14 g (20.0 mmol) of benzamidine hydrochloride hydrate, 1.65 g (20.1 mmol) of powdered anhydrous sodium acetate, 4.17 g (22.2 mmol) of ethyl 3,3-diethoxyacrylate and 10 mL of DMSO was heated at 120° C. for 8 h. The mixture was cooled, diluted with 50 mL of 5% aqueous NaOH and washed with two 100 mL portions of ether. The aqueous layer was acidified with concentrated hydrochloric acid and the precipitate was collected by filtration and dried under vacuum at 50° C. to furnish 2.28 g (57%) of crude 6-ethoxy-2-phenyl-4(3H)-pyrimidinone as a yellow solid 1 H-NMR (d6-DMSO) δ 1.35(3H,t), 4.33(2H,q), 5.60(1H,s), 7.50(3H,m), 8.2(2H,m).

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