反应 #2328980

反应方程式

water

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

4-nitrobenzoyl chloride

→

title compound

收率 61.3%

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

收率 61.3%

溶剂

NMP

NMP

反应条件

后处理

1. 1
   其他purge
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
   过滤The resultant yellow precipitate was collected by filtration
6. 6
   洗涤by washing with 800 mL of deionized water twice
7. 7
   萃取The obtained product was extracted with methanol using a Soxhlet extractor for 24 h
8. 8
   其他A yellow solution was collected
9. 9
   其他evaporated
10. 10
    其他by drying at 60° C. under vacuum overnight

实验过程

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%).

来源