Reaktion #62736

Reaktionsgleichung

5-amino-6-methylquinoline

6-methyl-5-nitroquinoline

2,4-diamino-5-hydroxymethylpyrimidine

hydrochloric acid

→

title compound

Ausbeute 40.0%

2,4-Diamino-5-(5-amino-6-methyl-8-quinolylmethyl)pyrimidine dihydrochloride

Ausbeute 40.0%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe cooled reaction mixture
2. 2
   Filtrationwas filtered
3. 3
   Waschenthe precipitate washed with ether
4. 4
   Sonstigedried (4.17 g)
5. 5
   SonstigeRecrystallization from aqueous ethanol with hydrochloric acid

Vorschrift

A mixture of 5-amino-6-methylquinoline (2.16 g, 13.7 mmol), prepared by reduction of 6-methyl-5-nitroquinoline (R. Long and K. Schofield, J. Chem. Soc. 1953, 2350), 2,4-diamino-5-hydroxymethylpyrimidine (1.91 g, 13.6 mmol), concentrated hydrochloric acid (1.9 mL), and glacial acetic acid was refluxed for 2 hr. The cooled reaction mixture was filtered and the precipitate washed with ether and dried (4.17 g). Recrystallization from aqueous ethanol with hydrochloric acid gave title compound as red-orange solid (2.08 g, 40%); mp >290° dec. Anal. Calcd for C15H16N6.2HCl.2H2O: C, 46.28; H, 5.70; N, 21.59; Cl, 18.21. Found: C, 46.13; H, 5.61; N, 21.66; Cl, 18.25.

Quelle