Reaktion #166211

Reaktionsgleichung

4-(2-fluoro-4-trimethylsilanyl-phenylamino)-benzo[d]isothiazole-5-carboxylic acid tert-butyl ester

iodine monochloride

→

title compound

Ausbeute 98.0%

4-(2-Fluoro-4-iodo-phenylamino)-benzo[d]isothiazole 5-carboxylic acid tert-butyl ester

Ausbeute 98.0%

Lösungsmittel

sodium thiosulfate

DCM

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with DCM
2. 2
   WaschenThe combined organic extracts were washed with brine
3. 3
   Trocknendried (Na2SO4)
4. 4
   Einengenconcentrated in vacuo

Vorschrift

To a solution 4-(2-fluoro-4-trimethylsilanyl-phenylamino)-benzo[d]isothiazole-5-carboxylic acid tert-butyl ester (416 mg, 1.0 mmol) in DCM (10 mL) at −78° C. was added iodine monochloride as a solution in DCM (2.0 mL, 1M, 2.0 mmol). The reaction mixture was stirred at −78° C. for 1 hour then diluted with saturated aqueous sodium thiosulfate solution and extracted with DCM. The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated in vacuo to yield the title compound as a yellow foam (459 mg, 98%). LCMS (Method B): RT=5.32 min, [M+H]+=471.

Quelle