反応 #2328980

反応方程式

water

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

4-nitrobenzoyl chloride

→

title compound

収率 61.3%

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

収率 61.3%

溶媒

NMP

NMP

反応条件

後処理

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

実験手順

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%).

出典