HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 67256828, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2-N-phenylpyridine-2,3-diamine | HCID 10679091 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67256828 | HCID 67256828 | 94.4% |
Reaction Steps
N2-phenylpyridine-2,3-diamine (14.1 g, 76 mmol) and acetone (8.39 mL, 114 mmol) was added to a solution of acetic acid and dichloromethane. Sodium triacetoxyborohydride (22.59 g, 107 mmol) was added to the reaction mixture and stirred overnight at room temperature. Reaction mixture was quenched with 1N HCl. Organic layer was extracted with ethyl acetate. Ethyl acetate solution was washed with 1N sodium hydroxide solution followed by brine and dried over anhd. MgSO4. N3-isopropyl-N2-phenylpyridine-2,3-diamine (16.3 g, 94% yield) was isolated from crude by column chromatography using hexanes and ethyl acetate as eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883322B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-41efd6e102bc46eaba74404da236c66b |
| Source note | uspto-grants-2014_11 |