Reaktion #54175

Reaktionsgleichung

N,N-dimethylformamide

ethylchloroformate

2-aminotetrazole monohydrate

N,N-dimethyl formamide

2,4-dimethyl-8-quinoline carboxylic acid

→

2,4-dimethyl-8-(1H-tetrazole-5-ylcarbamoyl)quinoline

Lösungsmittel

triethyl amine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONTo this solution is added dropwise 2 ml
2. 2
   workup.STIRRINGThe mixture is stirred at 20° C. for about 16 hours
3. 3
   Sonstigethen evaporated
4. 4
   Sonstigeto provide a residue which
5. 5
   Waschenis washed with water
6. 6
   SonstigeThe residue is recrystallized twice from acetic acid

Vorschrift

To a stirred ice bath-cooled solution of 4.0 g. (0.020 mole) of 2,4-dimethyl-8-quinoline carboxylic acid in 20 ml. of N,N-dimethyl formamide is added 2.8 ml. of triethyl amine. To this solution is added dropwise 2 ml. of ethylchloroformate. The mixture is stirred for one hour, then 2 g. (0.020 mole) of 2-aminotetrazole monohydrate in 10 ml. of N,N-dimethylformamide is added. The mixture is stirred at 20° C. for about 16 hours then evaporated to provide a residue which is washed with water. The residue is recrystallized twice from acetic acid to provide 2,4-dimethyl-8-(1H-tetrazole-5-ylcarbamoyl)quinoline, m.p. 300°-305° C.

Quelle