تفاعل #86912

معادلة التفاعل

Iodine

4-aminobenzonitrile

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title compound

المردود 36.0%

4-amino-3-iodobenzonitrile

المردود 36.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   ترشيحfiltered over celite
2. 2
   أخرىThe volatiles were removed under reduced pressure
3. 3
   أخرىthe residue was partitioned between ethyl acetate
4. 4
   غسيلThe organic layer was washed with brine
5. 5
   أخرىdried
6. 6
   تركيزconcentrated under reduced pressure
7. 7
   أخرىThe crude residue was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane)

الإجراء التجريبي

Iodine (0.645 g; 2.54 mmol) was added to a stirred mixture of silver sulphate (0.791 g; 2.54 mmol) and 4-aminobenzonitrile (0.300 g; 2.54 mmol) in ethanol (10 mL). The reaction mixture was stirred at room temperature for 18 hours and filtered over celite. The volatiles were removed under reduced pressure and the residue was partitioned between ethyl acetate and a saturated aqueous solution of sodium thiosulphate. The organic layer was washed with brine, dried and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane) to afford 0.222 g (36%) of the title compound as a white solid.

المصدر