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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 462527Erstellt: 25. Oktober 2026

N,N-Dimethylaniline → 2,4-Diamino-5-(4-amino-3,5-dimethoxy-benzyl)-6-chloropyrimidine

https://huagongshe.com/reaction/462527

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N-DimethylanilineHCID 949—
EduktPhosphorus oxychlorideHCID 24813—
Edukt2,6-diamino-5-[(4-amino-3,5-dimethoxyphenyl)methyl]-1H-pyrimidin-4-oneHCID 178488798—
Produkt2,4-Diamino-5-(4-amino-3,5-dimethoxy-benzyl)-6-chloropyrimidineHCID 21280993—

Reaktionsschritte

2.5 G. of dimethylaniline were added dropwise to a suspension of 2.9 g. of 2,6-diamino-5-(4-amino-3,5-dimethoxy-benzyl)-4-pyrimidinol in 15 ml. of phosphorus oxychloride with stirring. The mixture was brought to boil in 1 hour and then boiled under reflux for 4 hours. Thereafter, 8 to 9 ml. of phosphorus oxychloride were removed by distillation under reduced pressure and the residue was poured on to 80 g. of ice with stirring. The mixture was left to stand at room temperature for 6 days and then 35 ml. of concentrated ammonia were added portionwise. After standing for 2 hours, the solid material was removed by filtration under vacuum, dried, recrystallized from dimethylformamide/ether, whereby there was obtained 2,4-diamino-5-(4-amino-3,5-dimethoxy-benzyl)-6-chloro-pyrimidine having a melting point of 222°-224° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04515948
Quelldatensatzuspto-grants-1985_05
ORD IDord-06bec8bc0354453793001f8168999c61
Quellennotizuspto-grants-1985_05