반응 #2328980

반응 방정식

water

2,5-Bis[(cyanoethyl)thio]-1,4-phenylenediamine

4-nitrobenzoyl chloride

→

title compound

수율 61.3%

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

수율 61.3%

용매

NMP

NMP

반응 조건

후처리

1. 1
   기타purge
2. 2
   workup.ADDITIONfollowed by addition of freshly distilled triethylamine (TEA) by syringe
3. 3
   workup.ADDITIONwas added into the stirred fed solution drop by drop over a period of 0.5 h
4. 4
   workup.STIRRINGwith stirring
5. 5
   여과The resultant yellow precipitate was collected by filtration
6. 6
   세척by washing with 800 mL of deionized water twice
7. 7
   추출The obtained product was extracted with methanol using a Soxhlet extractor for 24 h
8. 8
   기타A yellow solution was collected
9. 9
   기타evaporated
10. 10
    기타by drying at 60° C. under vacuum overnight

실험 절차

2,5-Bis[(cyanoethyl)thio]-1,4-phenylenediamine (13.9 g, 50 mmol) was dissolved in 90 mL of NMP in a 250 mL 3-necked round-bottom flask under nitrogen purge. The resultant clear red solution was cooled to 0-5° C. in an ice bath, followed by addition of freshly distilled triethylamine (TEA) by syringe. After stirring for 10 minutes, a mixture of 4-nitrobenzoyl chloride (10.2 g, 55 mmol) and 90 mL of NMP was added into the stirred fed solution drop by drop over a period of 0.5 h. The resultant solution was stirred at 0-5° C. for 2 h and at room temperature for 1 h, followed by addition of 800 mL of water with stirring. The resultant yellow precipitate was collected by filtration, followed by washing with 800 mL of deionized water twice and 300 mL of methanol once. The obtained product was extracted with methanol using a Soxhlet extractor for 24 h. A yellow solution was collected and evaporated, followed by drying at 60° C. under vacuum overnight, giving the title compound as a red powder (13.1 g, yield 61%).

출처