Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 10810822 | HCID 10810822 | — |
| Reactant | HCID 178418950 | HCID 178418950 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 86585757 | HCID 86585757 | 6% |
Reaction Steps
To a mixture of N2-(4-tert-butylbenzoyl)-N1-(3-cyanobenzoyl)-1,2-benzenediamine (1.0 g, 2.5 mmol), water (25 mL), and acetic acid (25 mL) in pyridine (50 mL) was added sodium hypophosphite monohydrate (270 mg, 5.0 mmol) and Raney nickel (400 mg). The reaction mixture was heated at 45° C. for 3 h, cooled to room temperature, and filtered through diatomaceous earth. The filtrate was concentrated in vacuo and chromatographed (silica gel, 5% ethyl acetate/95% methylene chloride) to give 56 mg (6%) of the title compound as a white amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06605626B2 |
|---|
| Source dataset | uspto-grants-2003_08 |
|---|
| ORD ID | ord-18d1495582254ea08c2bc4e30c96a102 |
|---|
| Source note | uspto-grants-2003_08 |
|---|