تفاعل #155359

معادلة التفاعل

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

المذيبات

toluene

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر