HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethanol → 2-(Pyridin-2-yl)-1,3-thiazole-4-carboxylic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethanol | HCID 702 | — |
| Edukt | Ethyl bromopyruvate | HCID 66144 | — |
| Edukt | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Edukt | Pyridine-2-carbothioamide | HCID 1549499 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 2-(Pyridin-2-yl)-1,3-thiazole-4-carboxylic acid | HCID 15623090 | — |
Reaktionsschritte
Amino-2-pyridylmethane-1-thione (1.88 g, 0.0136 mol), ethyl bromopyruvate (1.80 mL, 0.0143 mol) and EtOH (30 mL) were combined and heated to reflux. GC/MS of reaction mixture after 3 h showed total consumption of the starting materials. After cooling to RT, the solvent was removed under vacuum resulting in a dark brown oil (GC/MS m/z: 235 (M+H); GC Retention time: 10.69 min). The material was taken up in MeOH (20 mL), 1.0M LiOH—H2O (20 mL) was added and the mixture was heated to 100° C. for 14 h. After cooling to RT, the excess MeOH was evaporated and the resulting brown solid filtered. The material was washed with a minimum of H2O and dried in vacuo to give the thiazole as a brown solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07196104B2 |
| Quelldatensatz | uspto-grants-2007_03 |
| ORD ID | ord-b92bd35fb3b8483dbe0338fae21b0283 |
| Quellennotiz | uspto-grants-2007_03 |