반응 #1553002

반응 방정식

5-chloro-2-nitroaniline

2-(2-methoxy-ethoxy)-ethylamine

potassium carbonate

water

→

N1-[2-(2-methoxy-ethoxy)-ethyl]-4-nitro-benzene-1,3-diamine

용매

N,N-dimethylacetamide

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   추출The organic extract
3. 3
   세척was washed with brine
4. 4
   기타dried
5. 5
   기타evaporated
6. 6
   여과The resulting orange yellow oil was subjected to a silica gel filtration on a 5 cm×6 cm silica gel plug
7. 7
   세척eluting first with 50% ethyl acetate/petroleum spirits (40-60° C.)
8. 8
   기타Evaporation
9. 9
   기타yielded
10. 10
    기타an orange-red liquid, 1.1 g (45.8% yields)

실험 절차

A mixture of 5-chloro-2-nitroaniline (1.6 g, 9.3 mmol), 2-(2-methoxy-ethoxy)-ethylamine (2.0 g, 16.8 mmol) and anhydrous potassium carbonate (1.38 g, 10 mmol) in N,N-dimethylacetamide (3 ml) was stirred at 120° C. under nitrogen for 3 days. Sample NMR analysis showed 80% conversion of the starting material. The resultant mixture was then cooled to room temperature, poured into cold water (30 ml) and extracted with ethyl acetate. The organic extract was washed with brine, dried and evaporated. The resulting orange yellow oil was subjected to a silica gel filtration on a 5 cm×6 cm silica gel plug, eluting first with 50% ethyl acetate/petroleum spirits (40-60° C.), followed by 100% ethyl acetate. Evaporation yielded an orange-red liquid, 1.1 g (45.8% yields).

출처