Reacción #3818

Ecuación de reacción

2,2'-dithiobisbenzoyl chloride

methyl 3-amino-2-thiophenecarboxylate

→

title compound

Rendimiento 59.0%

3,3'-[Dithiobis(2,1-phenylenecarbonylimino)]bis-2-thiophenecarboxylic acid, dimethyl ester

Rendimiento 59.0%

Disolventes

dichloromethane

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe precipitate formed
2. 2
   Filtraciónwas collected by filtration
3. 3
   Otrotriturated with 5% aqueous HCl
4. 4
   Lavadowashed with water
5. 5
   Otroto yield the crude product
6. 6
   OtroThe crude material was recrystallized first from ethanol

Procedimiento

A solution of 2,2'-dithiobisbenzoyl chloride (2.00 g, 5.83 mmol) in 50 mL of dichloromethane was added to a solution of methyl 3-amino-2-thiophenecarboxylate (1.82 g, 11.6 mmol) in 14 mL of pyridine at 23° C. The reaction mixture was stirred for 18 hours at 23° C. under nitrogen atmosphere. The precipitate formed was collected by filtration, then triturated with 5% aqueous HCl and washed with water to yield the crude product. The crude material was recrystallized first from ethanol, then from acetonitrile-DMF to yield 2.0 g of the title compound, mp 250°-252° C.

Fuente