تفاعل #1724

معادلة التفاعل

4-[(5-nitro-2-thienyl)ethynyl]benzonitrile

dibutyltin oxide

trimethylsilyl azide

→

5-[4-[(5-nitro-2-thienyl)ethynyl]-phenyl]-1H-tetrazole

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was heated
2. 2
   درجة الحرارةto reflux in the dark for 12 hours
3. 3
   غسيلThe reaction mixture was washed with saturated sodium bicarbonate (2×300 ml)
4. 4
   غسيلThe acidified solution was washed with 1:1 ethyl acetate/tetrahydrofuran (500 ml)
5. 5
   تجفيفthe organic layer was dried over anhydrous sodium sulfate
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated to dryness

الإجراء التجريبي

To a solution of 4-[(5-nitro-2-thienyl)ethynyl]benzonitrile (0.6 g) and dibutyltin oxide (59 mg) in anhydrous toluene (30 ml) was added trimethylsilyl azide (0.5 ml). The reaction mixture was heated to reflux in the dark for 12 hours, then allowed to cool to room temperature. The reaction mixture was washed with saturated sodium bicarbonate (2×300 ml) and the combined aqueous layer was acidified to pH 1 with concentrated hydrochloric acid (30 ml). The acidified solution was washed with 1:1 ethyl acetate/tetrahydrofuran (500 ml) and the organic layer was dried over anhydrous sodium sulfate, filtered and evaporated to dryness to give 5-[4-[(5-nitro-2-thienyl)ethynyl]-phenyl]-1H-tetrazole as a yellow solid.

المصدر