HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4-Hydroxy-6-phenyl-3-[(phenylmethyl)amino]-2H-pyran-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 3-amino-4-hydroxy-6-phenyl-2H-pyran-2-one hydrochloride | HCID 54681289 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Hydroxy-6-phenyl-3-[(phenylmethyl)amino]-2H-pyran-2-one | HCID 54681242 | — |
Reaction Steps
The title compound was prepared by method D using 3 -amino-4 -hydroxy-6-phenyl-2H-pyran-2 -one hydrochloride (0.500 g, 2.08 mmol), 1% acetic acid in dimethylformamide (20 mL), benzaldehyde (0.233 mL, 2.29 mmol), sodium cyanoborohydride (0.144 g, 2.29 mmol). m.p. dec. 205° C., 1H NMR (250 MHZ, DMSO-d6) δ4.37 (s, 2 H), 6.56 (s, 1 H), 7.27 (m, 5 H), 7.45 (m, 3 H), 7.67 (m, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06005103 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-3e3200092d854ecaa95dcfc5772ea022 |
| Source note | uspto-grants-1999_12 |