HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N,N,N',N',N'',N''-Hexamethylmethanetriamine → 5,6-Dihydropyrido[2,3-h]quinazolin-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N,N,N',N',N'',N''-Hexamethylmethanetriamine | HCID 79831 | — |
| Edukt | Carbonic acid-guanidine (1:1) | HCID 286947 | — |
| Edukt | 5(6H)-Quinolinone, 7,8-dihydro- | HCID 3016811 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 5,6-Dihydropyrido[2,3-h]quinazolin-2-amine | HCID 14233851 | 77% |
Reaktionsschritte
To a refluxing solution, under nitrogen, of 45.0 g (0.306 mol) of 7,8-dihydro-5(6H)-quinolinone, (Example 1), in 750 ml of toluene is added dropwise a solution of 49.8 g (0.343 mol) of tris(dimethylamino)-methane in 250 ml of toluene. The solution is refluxed for 2 hours, cooled and concentrated. The residue is dissolved in 1 l of methanol and treated with 66.2 g (0.367 mol) of guanidine carbonate. The reaction mixture is refluxed, under nitrogen, for 2 hours. The mixture is concentrated to a green solid, the solid is washed with 500 ml of water, filtered and vacuum dried to give 69.1 g of crude product. Recrystallization from acetonitrile affords 6.8 g (77%) of the title compound as a light brown solid; mp 220°-226° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04762843 |
| Quelldatensatz | uspto-grants-1988_08 |
| ORD ID | ord-136dcb68c9ac44ea8f5cae799bab2e17 |
| Quellennotiz | uspto-grants-1988_08 |