HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 6-chloro-5-methyl-N-phenylpyrimidin-4-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Aniline | HCID 6115 | — |
| Edukt | 4,6-Dichloro-5-methylpyrimidine | HCID 818860 | — |
| Lösungsmittel | Isopropanol | HCID 3776 | — |
| Produkt | 6-chloro-5-methyl-N-phenylpyrimidin-4-amine | HCID 63734908 | 85,1% |
Reaktionsschritte
To a mixture of 4,6-dichloro-5-methylpyrimidine (2.27 g, 13.9 mmol) and aniline (1.0 g, 10.7 mmol) in isopropanol (15 mL) was added concentrated aqueous hydrochloric acid (1.5 mL) and heated to reflux for 2.5 h. The mixture was then concentrated and the residue triturated with ethyl acetate:isopropanol 4:1. The solid was collected by filtration and washed with additional ethyl acetate:isopropanol 4:1 then dried to give 6-chloro-5-methyl-N-phenylpyrimidin-4-amine (2.0 g, 67% yield). 1H NMR (400 MHz, d6-DMSO): 8.85 (s, 1H), 8.26 (s, 1H), 7.60 (d, 2H), 7.35 (tr, 2H), 7.11 (tr, 1H), 2.31 (s, 3H). MS (EI) for C11H10ClN3: 220 (MH+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08648066B2 |
| Quelldatensatz | uspto-grants-2014_02 |
| ORD ID | ord-22761ad4d6464744adf8f3738e887d43 |
| Quellennotiz | uspto-grants-2014_02 |