Reaktion #53772

Reaktionsgleichung

Ethyl acetate

product

5-(5,6-Difluoro-1H-indol-2-yl)-2-methoxy-phenylamine

5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine

3-carboxyphenyl isothiocyanate

→

product

3-{3-[5-(5,6-Difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-thioureido}-benzoic acid

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe tetrahydrofuran was boiled off on the rotary evaporator (no vacuum)
2. 2
   Sonstigeto give a solid
3. 3
   workup.WAITto stand overnight at room temperature
4. 4
   FiltrationThe insoluble material was collected by filtration
5. 5
   Waschenwashed with ethyl acetate
6. 6
   Sonstigeair-dried

Vorschrift

The product from Example 3, 5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine, (0.274 g, 1.0 mmol) was mixed with 3-carboxyphenyl isothiocyanate (0.185 g, 1.0 mmol) in tetrahydrofuran (10 mL) and was heated briefly to 50° C. and then allowed to stand overnight at room temperature. The tetrahydrofuran was boiled off on the rotary evaporator (no vacuum) to give a solid. Ethyl acetate (10 mL) was added, and the mixture was allowed to stand overnight at room temperature. The insoluble material was collected by filtration, washed with ethyl acetate, and air-dried to give the product (0.379 g), mp 221-223° C.

Quelle