Réaction #2328982

Équation de réaction

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

4-hydroxybenzoic acid

→

title compound

Rendement 76.3%

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

Rendement 76.3%

Solvants

NMP

Conditions de réaction

Traitement

1. 1
   Autrepurge
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
   TempératureThe 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
   Filtrationthe resultant precipitate was collected by filtration
6. 6
   Lavagewashed with water (400 mL
7. 7
   Autreby drying at room temperature under vacuum overnight

Mode opératoire

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%.

Source