HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Dibenzylhydrazine → 2-Amino4,5-difluorobenzoic acid, 2,2-dibenzylhydrazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Dibenzylhydrazine | HCID 197050 | — |
| Reactant | 2-Amino-4,5-difluorobenzoic acid | HCID 735965 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Amino4,5-difluorobenzoic acid, 2,2-dibenzylhydrazide | HCID 86607132 | 157.5% |
Reaction Conditions
| Temperature | 25 °C |
|---|
Reaction Steps
4,5-Difluoroanthranilic acid (4.73 g, 27.3 mmol) and N,N-dibenzylhydrazine (8.69 g, 42 mmol) are combined in 200 mL of methylene chloride. 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDAC) (7.85 g, 41 mmol) is then added to this solution, and the mixture is stirred for 18 hours at 25° C., The solution is washed with saturated NaHCO3, brine, and dried over magnesium sulfate. The solution is concentrated to give 15.8 g of a dark oil and purified via chromatography (SiO2, CHCl3) to give 3.4 g of the title compound as a solid. MS CI: m/z 368 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07094780B1 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-7f92a3d7fb874808929e1d951998575f |
| Source note | uspto-grants-2006_08 |