Реакция #88084

Уравнение реакции

3,4-diamino-5-iodo-benzoic acid methyl ester

trimethyl orthoformate

→

7-Iodo-3H-benzoimidazole-5-carboxylic acid methyl ester

Выход 45.1%

Растворители

THF

Условия реакции

Обработка

1. 1
   Другоеpartitioned between ethyl acetate and water
2. 2
   ДругоеThe organic layer was separated
3. 3
   Сушкаdried over MgSO4
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеconcentrated under reduced pressure

Методика

To a solution of 3,4-diamino-5-iodo-benzoic acid methyl ester (1.68 g, 5.75 mmol) in THF (20 mL) was added trimethyl orthoformate (1.26 mL, 11.5 mmol) and 4-toluenesulfonic acid (11 mg, 0.057 mmol). The mixture was stirred at room temperature overnight, then partitioned between ethyl acetate and water. The organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure to give 783 mg (45%) of 7-Iodo-3H-benzoimidazole-5-carboxylic acid methyl ester, MS (M+H)=303.

Источник