反応 #2328981

反応方程式

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

NMP

trans-4-nitrocinnamoyl chloride

→

title compound

収率 78.1%

N-{4-Amino-2,5-bis[(2-cyanoethyl)sulfanyl]-phenyl}-trans-4-nitrocinnamoyl formamide

収率 78.1%

反応条件

後処理

1. 1
   その他purge
2. 2
   その他Thereafter, the ice bath was removed
3. 3
   workup.ADDITION400 mL of water was poured into the flask
4. 4
   その他to result in the formation of a solid precipitate, which
5. 5
   ろ過was collected by filtration
6. 6
   workup.ADDITIONThe thus-obtained solid was added into 400 mL of water
7. 7
   温度heated to 60° C. for 10 min
8. 8
   ろ過After filtration
9. 9
   ろ過followed by filtration
10. 10
    その他An orange solid was obtained
11. 11
    その他dried in a vacuum oven at 80° C.

実験手順

2,5-Bis[(cyanoethyl)thio]-1,4-phenylenediamine (2.50 g, 9.00 mmol) was admixed with 15 mL of NMP in a 250 mL 3-necked round-bottom flask with nitrogen purge. The resultant mixture was cooled to around 0° C. in an ice bath with stirring, followed by the addition of trans-4-nitrocinnamoyl chloride (2.00 g, 9.45 mmol, dissolved in 13 mL NMP) drop by drop. Thereafter, the ice bath was removed, and 400 mL of water was poured into the flask to result in the formation of a solid precipitate, which was collected by filtration. The thus-obtained solid was added into 400 mL of water and heated to 60° C. for 10 min. After filtration, the collected solid was admixed with 600 mL of methanol, followed by filtration. An orange solid was obtained and dried in a vacuum oven at 80° C., giving the title compound in a yield of 78.13%.

出典