تفاعل #1540

معادلة التفاعل

benzamidine hydrochloride hydrate

sodium acetate

ethyl 3,3-diethoxyacrylate

DMSO

→

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

المردود 57.0%

المذيبات

NaOH

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was cooled
2. 2
   غسيلwashed with two 100 mL portions of ether
3. 3
   ترشيحthe precipitate was collected by filtration
4. 4
   أخرىdried under vacuum at 50° C.

الإجراء التجريبي

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).

المصدر