Reacción #167400

Ecuación de reacción

methanol

2-Methyl-acrylic acid

Benzene-1,4-diol

Benzothiazol-6-ylamine

→

product

Rendimiento 27.4%

3-(Benzothiazol-6-ylamino)-2-methyl-propionic Acid

Rendimiento 27.4%

Disolventes

chloroform

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe resulting reaction mass
2. 2
   TemperaturaThe reaction mixture was cooled to room temperature
3. 3
   Otropartitioned between water and ethyl acetate
4. 4
   LavadoThe organic layer was washed with brine solution
5. 5
   Secadodried over Na2SO4
6. 6
   Concentraciónconcentrated
7. 7
   Otroto afford the crude product
8. 8
   OtroPurification by column chromatography on silica gel (0.75% methanol in chloroform)

Procedimiento

2-Methyl-acrylic acid (0.63 g, 0.00732 mol) and Benzene-1,4-diol (0.029 g, 0.000266 mol) were added to a stirred solution of Benzothiazol-6-ylamine (1 g, 0.00665 mol) in toluene (6 mL) under nitrogen atmosphere. The resulting reaction mass was heated at 70° C. for 72 hours and further at 100° C. for 48 hours. The reaction was monitored by TLC (5% methanol in chloroform). The reaction mixture was cooled to room temperature and partitioned between water and ethyl acetate. The organic layer was washed with brine solution, dried over Na2SO4 and concentrated to afford the crude product. Purification by column chromatography on silica gel (0.75% methanol in chloroform) afforded 0.43 g of the product (26.87% yield).

Fuente