Реакция #2460298

Уравнение реакции

thiosalicylic acid

3-iodoanisole

potassium carbonate

→

2-(3-methoxyphenylthio)benzoic acid

Растворители

N-methylpyrrolidinone

Условия реакции

Обработка

1. 1
   Другоеby sparging with nitrogen for 10 min
2. 2
   Температураcooled
3. 3
   workup.ADDITIONThe reaction mixture was poured onto a mixture of 500 g of ice plus 40 mL of concentrated HCl
4. 4
   ДругоеThe resulting precipitate was collected
5. 5
   Промывкаwashed with water
6. 6
   Другоеdried
7. 7
   workup.DISSOLUTIONThe precipitate was dissolved in acetone
8. 8
   Фильтрацияfiltered through Celite
9. 9
   Концентрированиеconcentrated
10. 10
    ДругоеThe product was purified by recrystallization from aqueous ethanol
11. 11
    ДругоеA tan powder was obtained

Методика

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).

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