反応 #169716

反応方程式

4-chloro-5-nitropyrimidine

benzene-1,4-diamine

→

N-(5-nitropyrimidin-4-yl)benzene-1,4-diamine

収率 47.3%

溶媒

water

N-methylpyrrolidone

反応条件

後処理

1. 1
   抽出extracted with ethyl acetate (3×50 mL)
2. 2
   洗浄The combined organic layers were washed with saturated sodium bicarbonate (50 mL)
3. 3
   乾燥brine (50 mL), dried over sodium sulfate
4. 4
   ろ過filtered
5. 5
   濃縮the filtrate was concentrated under reduced pressure
6. 6
   その他The residue obtained
7. 7
   その他was purified by chromatography (silica, methylene chloride to 3:97 methanol/methylene chloride)

実験手順

A mixture of 4-chloro-5-nitropyrimidine (380 mg) and benzene-1,4-diamine (257 mg) in N-methylpyrrolidone (5 mL) was stirred overnight at ambient temperature. After this time, the reaction mixture was diluted with water (50 mL) and extracted with ethyl acetate (3×50 mL). The combined organic layers were washed with saturated sodium bicarbonate (50 mL) then brine (50 mL), dried over sodium sulfate, and filtered and the filtrate was concentrated under reduced pressure. The residue obtained was purified by chromatography (silica, methylene chloride to 3:97 methanol/methylene chloride) to afford N-(5-nitropyrimidin-4-yl)benzene-1,4-diamine (260 mg) as a brown oil.

出典