تفاعل #354889

معادلة التفاعل

benzenesulfonyl chloride

cyanogen chloride

aniline

triethylene diamine

→

N-benzene sulfonyl phenyl cyanamide

المذيبات

tetrahydrofuran

THF

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىTo a 3 liter 3-necked flask equipped with a stirrer, addition funnel
2. 2
   أخرىthermometer, and drying tube
3. 3
   ترشيحwas then filtered
4. 4
   workup.ADDITIONTo the filtrate was added 111g of triethylene diamine
5. 5
   درجة الحرارةwith cooling
6. 6
   workup.ADDITIONAfter this addition
7. 7
   أخرىthe stirred reaction mixture
8. 8
   أخرىto return to room temperature over a 161
9. 9
   أخرى2 hour period
10. 10
    ترشيحThe reaction mixture was filtered
11. 11
    workup.ADDITIONthe filament was added to water
12. 12
    أخرىto precipitate the product
13. 13
    أخرىThe product was recrystallized from aqueous methanol

الإجراء التجريبي

To a 3 liter 3-necked flask equipped with a stirrer, addition funnel, thermometer, and drying tube was charged 93.1g (1.0 mole) of aniline, 111g (1.1 moles) of triethylene diamine and 250 ml. of tetrahydrofuran. To this reaction mixture was added dropwise a solution of 176.6g (1 mole) of benzenesulfonyl chloride in 300 ml. of tetrahydrofuran. The reaction mixture was stirred at room temperature for 2.5 hours and was then filtered. To the filtrate was added 111g of triethylene diamine and this solution was added dropwise to a solution of 87g (1.41 moles) of cyanogen chloride in 100 ml. of THF which was maintained at -5°C. with cooling, After this addition was complete the stirred reaction mixture was allowed to return to room temperature over a 161/2 hour period. The reaction mixture was filtered and the filament was added to water to precipitate the product. The product was recrystallized from aqueous methanol to yield 218g (84.7%) of N-benzene sulfonyl phenyl cyanamide, m.p. 65°-66°C.

المصدر