反応 #1555

反応方程式

5,6-diethyl-2-(3-formyl-phenyl)-3-propargyl-4(3H)-pyrimidinone

hydroxylamine hydrochloride

→

5,6-diethyl-2-(3-hydroxyiminophenyl)-3-propargyl-4(3H)-pyrimidinone

収率 77.6%

5,6-Diethyl-2-(3-hydroxyiminophenyl)-3-propargyl-4(3H)-pyrimidinone

収率 77.6%

溶媒

ethanol

反応条件

後処理

1. 1
   温度The reaction mixture was refluxed for 17 hours
2. 2
   その他The ethanol was removed in vacuo and ether and ethyl acetate
3. 3
   workup.ADDITIONwere added to the residue
4. 4
   洗浄The organics were washed 3 times with water
5. 5
   ろ過filtered
6. 6
   その他to remove 0.22 g of 5,6-diethyl-2-(3-hydroxyiminophenyl)-3-propargyl-4(3H)-pyrimidinone (compound 139)
7. 7
   乾燥The organic layer was dried over MgSO4
8. 8
   濃縮concentrated

実験手順

To a 100 mL RBF were charged 1.1 g (3.7 mmol) of 5,6-diethyl-2-(3-formyl-phenyl)-3-propargyl-4(3H)-pyrimidinone, 0.52 g (7.5 mmol) of hydroxylamine hydrochloride and 50 mL of ethanol. The reaction mixture was refluxed for 17 hours. The ethanol was removed in vacuo and ether and ethyl acetate were added to the residue. The organics were washed 3 times with water. The organic layer was gravity filtered to remove 0.22 g of 5,6-diethyl-2-(3-hydroxyiminophenyl)-3-propargyl-4(3H)-pyrimidinone (compound 139). The organic layer was dried over MgSO4 and concentrated to yield a further 0.67 g of 5,6-diethyl-2-(3-hydroxyiminophenyl)-3-propargyl-4(3H)-pyrimidinone (compound 139) as a white solid. A combined yield of 77.6% was obtained. 1H-NMR (CDCl3) 1.25(6H,m); 2.35(1H,t); 2.65(4H,m); 4.6(2H,d); 7.49-8.15(4H,m); 8.7(1H,s)

出典