تفاعل #2460298

معادلة التفاعل

thiosalicylic acid

3-iodoanisole

potassium carbonate

→

2-(3-methoxyphenylthio)benzoic acid

المذيبات

N-methylpyrrolidinone

ظروف التفاعل

المعالجة

1. 1
   أخرىby sparging with nitrogen for 10 min
2. 2
   درجة الحرارةcooled
3. 3
   workup.ADDITIONThe reaction mixture was poured onto a mixture of 500 g of ice plus 40 mL of concentrated HCl
4. 4
   أخرىThe resulting precipitate was collected
5. 5
   غسيلwashed with water
6. 6
   أخرىdried
7. 7
   workup.DISSOLUTIONThe precipitate was dissolved in acetone
8. 8
   ترشيحfiltered through Celite
9. 9
   تركيزconcentrated
10. 10
    أخرىThe product was purified by recrystallization from aqueous ethanol
11. 11
    أخرىA tan powder was obtained

الإجراء التجريبي

First, 2-(3-methoxyphenylthio)benzoic acid was prepared. A stirred mixture of thiosalicylic acid (3.57 g, 23 mmol), 3-iodoanisole (5.42 g, 23 mmol), potassium carbonate (7.04 g, 51 mmol), copper powder (0.29 g, 5 mmol), and N-methylpyrrolidinone (75 mL) was deaerated by sparging with nitrogen for 10 min, heated at 165° C. for 2 h, and then cooled to ambient. The reaction mixture was poured onto a mixture of 500 g of ice plus 40 mL of concentrated HCl. The resulting precipitate was collected, washed with water, and dried. The precipitate was dissolved in acetone and filtered through Celite, then concentrated to deposit a crude product. The product was purified by recrystallization from aqueous ethanol. A tan powder was obtained, mass: 4.60 g (76% of theory).

المصدر