HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde → HCID 22255974, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 14171368 | HCID 14171368 | — |
| Reactant | Sodium Acetate Trihydrate | HCID 23665404 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22255974 | HCID 22255974 | 65.1% |
Reaction Steps
Sodium borohydride (4.12 g, 1.09.1 mmol) was added portion wise to a mixture of 3-amino-5-phenylamino-isothiazole-4-carbonitrile (1.57 g, 7.27 mmol), sodium acetate trihydrate (2.97 g, 21.81 mmol) and benzaldehyde (0.74 ml, 7.27 mmol) in acetic acid (2.3 ml), water (9 ml) and ethanol (7 ml) at 0° C. The solution was stirred at ambient temperature for 30 minutes, and then diluted with ethyl acetate (EtOAc) (55 ml). The organic layer was washed with a 10% solution of sodium hydroxide (3×35 ml) and brine (35 ml), dried and evaporated to give an oil, which was purified on silica gel (hexane/EtOAc, 1:1) to afford a solid (1.45 g, 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06989451B2 |
| Source dataset | uspto-grants-2006_01 |
| ORD ID | ord-cea6045fb6af4634a4cf61d26114b466 |
| Source note | uspto-grants-2006_01 |