反応 #162628

反応方程式

4-nitrobenzimidamide

Sodium methanolate

Diethyl malonate

→

title compound

収率 81.4%

2-(4-Nitrophenyl)pyrimidine-4,6-diol

収率 81.4%

溶媒

MeOH

反応条件

後処理

1. 1
   その他In a 50 mL round-bottomed flask was placed
2. 2
   workup.STIRRINGstirring
3. 3
   workup.WAITwas continued at room temperature over 6 days
4. 4
   その他resulting in an orange suspension
5. 5
   濃縮The mixture was concentrated
6. 6
   workup.DISSOLUTIONdissolved in hot water
7. 7
   ろ過filtered
8. 8
   ろ過The resulting light yellow solids were collected by filtration
9. 9
   その他dried under vacuum

実験手順

In a 50 mL round-bottomed flask was placed 4-nitrobenzimidamide (55, 0.435 g, 2.63 mmol) in MeOH (4 mL) to give a yellow suspension. Sodium methanolate (25% by wt in MeOH) (1.867 mL, 8.17 mmol) was added. The mixture was stirred at room temperature for 30 min. Diethyl malonate (0.480 mL, 3.16 mmol) was added in drops and stirring was continued at room temperature over 6 days, resulting in an orange suspension. The mixture was concentrated, dissolved in hot water and filtered. The filtrate was made acidic with AcOH to pH3. The resulting light yellow solids were collected by filtration and dried under vacuum to give the title compound (499 mg, 81%) as a light yellow solid. HRMS: For [M+H]+ mass error=−0.0 mDa or −0.17 ppm.

出典