反応 #169683

反応方程式

benzene-1,4-diamine

2-chlorobenzo[d]oxazole

→

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

収率 104.0%

溶媒

NMP

NMP

water

反応条件

後処理

1. 1
   workup.ADDITIONAfter the addition
2. 2
   抽出extracted with ethyl acetate (3×200 mL)
3. 3
   洗浄The combined organic extracts were washed with brine (150 ml)
4. 4
   乾燥dried (Na2SO4)
5. 5
   ろ過filtered
6. 6
   濃縮The filtrate was concentrated under reduced pressure
7. 7
   その他The residue obtained
8. 8
   その他was purified by chromatography (silica, methylene chloride to 1:19 methanol/methylene chloride)

実験手順

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.

出典