HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N,O-Dimethylhydroxylamine → 3-cyano-N,4-dimethoxy-N-methylbenzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N,O-Dimethylhydroxylamine | HCID 14232 | — |
| Edukt | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Edukt | 3-Cyano-4-methoxybenzoic acid | HCID 21990972 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3-cyano-N,4-dimethoxy-N-methylbenzamide | HCID 59354763 | 105,4% |
Reaktionsschritte
To a stirred solution of 3-cyano-4-methoxybenzoic acid (1.0 g, 5.60 mmol) in DCM (30 mL) were added HATU (3.20 g, 8.01 mmol), N-methoxy,N-methylamine (0.82 g, 8.01 mmol) and TEA (2.3 mL, 17.01 mmol) at RT under a nitrogen atomosphere. The reaction mixture was then stirred at RT for 2 h, diluted with water and the aqueous layer was extracted with DCM (3×50 mL). The combined organic extracts were washed with water (50 mL) and brine (20 mL), dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure to afford 3-cyano-N,4-dimethoxy-N-methylbenzamide (1.3 g, 100%) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08466148B2 |
| Quelldatensatz | uspto-grants-2013_06 |
| ORD ID | ord-dc002a0756c6479aa1dab14f4fd6d225 |
| Quellennotiz | uspto-grants-2013_06 |