تفاعل #169683

معادلة التفاعل

benzene-1,4-diamine

2-chlorobenzo[d]oxazole

→

N-(1,3-benzoxazol-2-yl)benzene-1,4-diamine

المردود 104.0%

المذيبات

NMP

NMP

water

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONAfter the addition
2. 2
   استخلاصextracted with ethyl acetate (3×200 mL)
3. 3
   غسيلThe combined organic extracts were washed with brine (150 ml)
4. 4
   تجفيفdried (Na2SO4)
5. 5
   ترشيحfiltered
6. 6
   تركيزThe filtrate was concentrated under reduced pressure
7. 7
   أخرىThe residue obtained
8. 8
   أخرىwas purified by chromatography (silica, methylene chloride to 1:19 methanol/methylene chloride)

الإجراء التجريبي

To a solution of benzene-1,4-diamine (5.0 g) in NMP (30 ml) was added dropwise, over 0.5 h, a solution of 2-chlorobenzo[d]oxazole (6.03 g) in NMP (50 ml). After the addition was complete, the mixture was stirred at ambient temperature for 1 h. After this time, the reaction mixture was diluted with water (200 mL) and extracted with ethyl acetate (3×200 mL). The combined organic extracts were washed with brine (150 ml), dried (Na2SO4) and filtered. The filtrate was concentrated under reduced pressure. The residue obtained was purified by chromatography (silica, methylene chloride to 1:19 methanol/methylene chloride) to afford N-(1,3-benzoxazol-2-yl)benzene-1,4-diamine (9.20 g) as an off-white solid.

المصدر