Reacción #2328982

Ecuación de reacción

2,5-Bis[(2-cyanoethyl)sulfanyl]-N-(4-nitrobenzoyl)-1,4-phenylenediamine

4-hydroxybenzoic acid

→

title compound

Rendimiento 76.3%

2,5-bis[(2-cyanoethyl)sulfanyl]-N-(p-hydroxybenzoyl)-N′-(p-nitrobenzoyl)-p-phenylenediamine

Rendimiento 76.3%

Disolventes

NMP

Condiciones de reacción

Tratamiento posterior

1. 1
   Otropurge
2. 2
   workup.ADDITIONfollowed by addition of lithium chloride (LiCl, 0.58 g), triphenylphosphite (TPP, 2.92 mL) and pyridine (2.92 mL)
3. 3
   TemperaturaThe resultant mixture was heated to a temperature of 80˜95° C. for about 4 h
4. 4
   workup.ADDITION400 mL of water was subsequently added
5. 5
   Filtraciónthe resultant precipitate was collected by filtration
6. 6
   Lavadowashed with water (400 mL
7. 7
   Otroby drying at room temperature under vacuum overnight

Procedimiento

2,5-Bis[(2-cyanoethyl)sulfanyl]-N-(4-nitrobenzoyl)-1,4-phenylenediamine (1.0 g, 2.34 mmol) as prepared from the above Example 1 was admixed with 4-hydroxybenzoic acid (0.328 g, 2.38 mmol) in 11.7 mL NMP under nitrogen purge, followed by addition of lithium chloride (LiCl, 0.58 g), triphenylphosphite (TPP, 2.92 mL) and pyridine (2.92 mL). The resultant mixture was heated to a temperature of 80˜95° C. for about 4 h, followed by cooling to room temperature. 400 mL of water was subsequently added with stirring for a few minutes, and the resultant precipitate was collected by filtration, washed with water (400 mL, twice) and methanol (400 mL, once), followed by drying at room temperature under vacuum overnight, giving the title compound in a yield of 76.3%.

Fuente