Reacción #833509

Ecuación de reacción

N,N-dimethyl-4-[1,3-thiazol-2-yldiazenyl]aniline

1,3-propane sultone

tetrahydrofuran

→

3-(2-{[4-(dimethylamino)phenyl]diazenyl}-1,3-thiazol-3-ium-3-yl)-1-propanesulfonate

Rendimiento 99.7%

Disolventes

1-methyl-2-pyrrolidinone

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling
2. 2
   Filtraciónthe precipitated product is filtered off
3. 3
   Lavadowashed with acetone
4. 4
   Otrodried
5. 5
   OtroThe resulting dye is recrystallized from methanol/ethyl acetate

Procedimiento

0.5 g (1.5 mmol) of N,N-dimethyl-4-[1,3-thiazol-2-yldiazenyl]aniline are dissolved in 1-methyl-2-pyrrolidinone (NMP), and 0.9 g (7.5 mmol) of 1,3-propane sultone is added. The reaction mixture is heated at, 100° C. for 4 hours. After cooling, 20 ml of tetrahydrofuran are added to the reaction mixture and the precipitated product is filtered off, washed with acetone and dried. The resulting dye is recrystallized from methanol/ethyl acetate. 0.53 g (45% of theory) of 3-(2-{[4-(dimethylamino)phenyl]diazenyl}-1,3-thiazol-3-ium-3-yl)-1-propanesulfonate is obtained as a dark blue powder.

Fuente