반응 #155359

반응 방정식

5-fluoro-2-nitrotoluene

sodium carbonate

3,3′-Diamino-N-methyldipropylamine

→

N1-Methyl-N3-(3-methyl-4-nitrophenyl)-N1-{3-[(3-methyl-4-nitrophenyl)-amino]propyl}-1,3-propanediamine

용매

toluene

반응 조건

후처리

1. 1
   기타(exothermic reaction)
2. 2
   기타to precipitate
3. 3
   여과which were filtered off
4. 4
   농축The organic phase was then concentrated down under vacuum in a rotovap
5. 5
   기타to afford the product as a residue in the form of a yellow orange oil

실험 절차

To 5-fluoro-2-nitrotoluene (50.0 g, 0.32 mol) was added sodium carbonate (17.1 g, 0.16 mol) at 60° C. 3,3′-Diamino-N-methyldipropylamine (23.7 g, 0.16 mol) was then carefully added dropwise (exothermic reaction). The resulting mixture was heated at 100° C. for 12 hours. 100 ml toluene were added to the cooled reaction mixture causing the inorganic salts to precipitate, which were filtered off. The organic phase was then concentrated down under vacuum in a rotovap to afford the product as a residue in the form of a yellow orange oil. Yield: 52.5 g (78.4%); 1H-NMR (400 MHz, DMSO-d6): δ [ppm]=1.71 (m, 4H); 2.18 (s, 3H); 2.40 (m, 4H); 2.55 (s, 6H); 3.17 (m, 4H); 6.45 (s, 2H); 6.48 (d, 2H); 7.08 (br., 2×NH); 7.92 (d, 2H).

출처