تفاعل #169716

معادلة التفاعل

4-chloro-5-nitropyrimidine

benzene-1,4-diamine

→

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

المردود 47.3%

المذيبات

water

N-methylpyrrolidone

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl acetate (3×50 mL)
2. 2
   غسيلThe combined organic layers were washed with saturated sodium bicarbonate (50 mL)
3. 3
   تجفيفbrine (50 mL), dried over sodium sulfate
4. 4
   ترشيحfiltered
5. 5
   تركيزthe filtrate was concentrated under reduced pressure
6. 6
   أخرىThe residue obtained
7. 7
   أخرىwas purified by chromatography (silica, methylene chloride to 3:97 methanol/methylene chloride)

الإجراء التجريبي

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.

المصدر