HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 5-(3-(Hydroxymethyl)phenylthio)picolinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-Bromopyridine-2-carbonitrile | HCID 817154 | — |
| Reactant | (3-Sulfanylphenyl)methanol | HCID 12813879 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(3-(Hydroxymethyl)phenylthio)picolinonitrile | HCID 68535288 | 59% |
Reaction Steps
Add NaHCO3 (12.0 g, 143 mmol) to a solution of (3-mercaptophenyl)methanol (10.0 g, 71.3 mmol) and 5-bromopicolinonitrile (13.0 g, 71.3 mmol) in DMF. Heat the mixture overnight. Dilute with ethyl acetate. Wash the mixture with water. Dry, filter and concentrate to afford the title compound (10.1 g, 59%) (Solidifies after standing). MS (APCI-pos) m/z (rel intensity): 243 (M+H, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858646B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-ff641d7ef88a4a07965a19e3874ebf34 |
| Source note | uspto-grants-2010_12 |