HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 2-Amino-3-nitro-5-p-tolylpyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Tolylboronic acid | HCID 79799 | — |
| Edukt | 2-Amino-5-bromo-3-nitropyridine | HCID 138878 | — |
| Katalysator | Dichlorobis(tricyclohexylphosphine)pallium (II) | HCID 11050900 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 2-Amino-3-nitro-5-p-tolylpyridine | HCID 21882716 | — |
Reaktionsschritte
0.19 g of dichlorobis(tricyclohexylphosphine)palladium, 0.754 g of 4-tolyl-boronic acid and 12.5 ml of a 2N sodium carbonate solution are added to a solution of 0.93 g of 2-amino-5-bromo-3-nitropyridine in 20 ml of degassed dioxane. The mixture is heated to reflux under N2 for 2.5 hours and, after cooling and addition of water, extracted three times with dichloromethane. The combined organic phases are dried over sodium sulfate and concentrated until a solid begins to precipitate. After addition of petroleum ether, the orange solid is isolated by suction, washed with petroleum ether and dried in vacuo. This gives 0.73 g of the title compound of m.p. 183–184° C. The mass spectrum shows the molecular peak MH+ at 230.1 Da.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07138399B2 |
| Quelldatensatz | uspto-grants-2006_11 |
| ORD ID | ord-1969f66519f14cab80bd060758c0999d |
| Quellennotiz | uspto-grants-2006_11 |