반응 #88084

반응 방정식

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

trimethyl orthoformate

→

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

수율 45.1%

용매

THF

반응 조건

후처리

1. 1
   기타partitioned between ethyl acetate and water
2. 2
   기타The organic layer was separated
3. 3
   건조dried over MgSO4
4. 4
   여과filtered
5. 5
   농축concentrated under reduced pressure

실험 절차

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.

출처