HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Benzoyl-2-isopropylhydrazine → HCID 58689917, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Benzoyl-2-isopropylhydrazine | HCID 18869 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBroP | HCID 2733179 | — |
| Reactant | (2-Bromo-4-cyano-phenoxy)-acetic acid | HCID 3365238 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58689917 | HCID 58689917 | 28.1% |
Reaction Steps
A solution of (2-bromo-4-cyano-phenoxy)-acetic acid (910 mg, 3.5 mmol) and benzoic acid N′-isopropyl-hydrazide (749 mg, 4.2 mmol) in DMF (20 ml) was treated with diisopropylethyl amine (1.52 mL, 8.75 mmol) and PyBroP (2.45 g, 5.25 mmol) at room temperature overnight. The reaction mixture was partitioned between 1N HCl and ethyl acetate. The organic layer was washed with saturated sodium bicarbonate, brine, dried over sodium sulfate, filtered and concentrated. The crude was absorbed on silica and purified on a silica gel column with a 20-30% ethyl acetate/hexanes gradient to afford the product as a white solid (410 mg, 0.9849 mmol, 28%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07317125B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-193b2507c95b43699bba25baa26a2b08 |
| Source note | uspto-grants-2008_01 |