Reaktion #169683

Reaktionsgleichung

benzene-1,4-diamine

2-chlorobenzo[d]oxazole

→

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

Ausbeute 104.0%

Lösungsmittel

NMP

NMP

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Extraktionextracted with ethyl acetate (3×200 mL)
3. 3
   WaschenThe combined organic extracts were washed with brine (150 ml)
4. 4
   Trocknendried (Na2SO4)
5. 5
   Filtrationfiltered
6. 6
   EinengenThe filtrate was concentrated under reduced pressure
7. 7
   SonstigeThe residue obtained
8. 8
   Sonstigewas purified by chromatography (silica, methylene chloride to 1:19 methanol/methylene chloride)

Vorschrift

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.

Quelle