HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Cyanobenzaldehyde → HCID 137167455, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Cyanobenzaldehyde | HCID 66042 | — |
| Edukt | 2-methyl-3-(3-(5-oxo-4,5-dihydro-1H-tetrazol-yl)phenyl)quinazolin-4(3H)-one | HCID 137167449 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Produkt | HCID 137167455 | HCID 137167455 | 70% |
Reaktionsschritte
A mixture of 2-methyl-3-(3-(5-oxo-4,5-dihydro-1H-tetrazol-1-yl)phenyl)quinazolin-4(3H)-one (32 mg, 0.1 mmol) and 4-cyanobenzaldehyde (16 mg, 0.12 mmol) in AcOH (5 mL) was heated to reflux and stirred for 3 days (continuously monitored by LC/MS, which indicated product formation after 3 hr). After cooling, the mixture was dry-loaded onto silica gel and purified by column chromatography on silica gel using CH2Cl2/MeOH (1:0 to 95:5) as eluent to give a solid (11 mg; desired product ca. 70% purity). The solid was re-purified by preparative thin-layer chromatography using CH2Cl2/MeOH (9:1) as eluent to give the product (6 mg, 14%) as a solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09439888B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-c62a9dd335814ee6973cba7297d17721 |
| Quellennotiz | uspto-grants-2016_09 |