Reaktion #53800

Reaktionsgleichung

product

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

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

3-isothiocyanatopyridine

→

product

1-[5-(5,6-Difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-3-pyridin-3-yl-thiourea

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe tetrahydrofuran was removed on the rotary evaporator
2. 2
   Sonstigeto give a solid
3. 3
   SonstigeThe solid was triturated with hexanes/ethyl acetate, 1/1, v/v
4. 4
   Sonstigewas triturated a second time with hexanes/ethyl acetate, 4/1, v/v

Vorschrift

The product from Example 3, 5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine (0.277 g, 1.0 mmol) was mixed with 3-isothiocyanatopyridine (0.146 g, 1.07 mmol) in tetrahydrofuran (10 mL) and was heated briefly to 50° C. and then allowed to stand overnight at room temperature. The tetrahydrofuran was removed on the rotary evaporator to give a solid. The solid was triturated with hexanes/ethyl acetate, 1/1, v/v and was triturated a second time with hexanes/ethyl acetate, 4/1, v/v to give the product (0.309 g), mp 128-130° C.

Quelle