Reaktion #2063063

Reaktionsgleichung

5-(methylamino)pentanol

2-chlorobenzothiazole

iodide

→

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

Ausbeute 97.3%

Lösungsmittel

methylisobutyl-keton

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed overnight
2. 2
   TemperaturThe reaction mixture was cooled
3. 3
   Waschenwashed with water
4. 4
   Sonstigedried
5. 5
   Filtrationfiltered
6. 6
   Sonstigethe filtrate was evaporated
7. 7
   workup.STIRRINGThe residue was stirred in water
8. 8
   workup.STIRRINGstirred
9. 9
   Waschenwashed with diisopropylether
10. 10
    ExtraktionThis mixture was extracted twice with CH2Cl2
11. 11
    SonstigeThe separated organic layer was dried
12. 12
    Filtrationfiltered
13. 13
    Sonstigethe solvent was evaporated

Vorschrift

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).

Quelle