반응 #162628

반응 방정식

4-nitrobenzimidamide

Sodium methanolate

Diethyl malonate

→

title compound

수율 81.4%

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

수율 81.4%

용매

MeOH

반응 조건

후처리

1. 1
   기타In 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
   기타resulting in an orange suspension
5. 5
   농축The mixture was concentrated
6. 6
   workup.DISSOLUTIONdissolved in hot water
7. 7
   여과filtered
8. 8
   여과The resulting light yellow solids were collected by filtration
9. 9
   기타dried under vacuum

실험 절차

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.

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