Reacción #2063063

Ecuación de reacción

5-(methylamino)pentanol

2-chlorobenzothiazole

iodide

→

N-(5-hydroxypentyl)-N-methyl-2-benzothiazolamine

Rendimiento 97.3%

Disolventes

methylisobutyl-keton

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturarefluxed overnight
2. 2
   TemperaturaThe reaction mixture was cooled
3. 3
   Lavadowashed with water
4. 4
   Otrodried
5. 5
   Filtraciónfiltered
6. 6
   Otrothe filtrate was evaporated
7. 7
   workup.STIRRINGThe residue was stirred in water
8. 8
   workup.STIRRINGstirred
9. 9
   Lavadowashed with diisopropylether
10. 10
    ExtracciónThis mixture was extracted twice with CH2Cl2
11. 11
    OtroThe separated organic layer was dried
12. 12
    Filtraciónfiltered
13. 13
    Otrothe solvent was evaporated

Procedimiento

A mixture of 5-(methylamino)pentanol (0.23 mol), 2-chlorobenzothiazole (0.3 mol), sodium carbonate (0.4 g) and potssium iodide (catalytic quantity) in methylisobutyl-keton (1000 ml) was stirred and refluxed overnight. The reaction mixture was cooled, washed with water, dried, filtered and the filtrate was evaporated. The residue was stirred in water, acidified with HCl, stirred, washed with diisopropylether, and the acidic layer was alkalized with NH4OH. This mixture was extracted twice with CH2Cl2. The separated organic layer was dried, filtered, and the solvent was evaporated, yielding 56 g of N-(5-hydroxypentyl)-N-methyl-2-benzothiazolamine (interm. 7).

Fuente