HuagongsheHuagongshe Chemistry Print Report · For research reference only
O-Phenylenediamine → 5-(2-(9H-fluoren-9-ylidene)acetamido)-N-(2-aminophenyl)pentanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 5-(2-(9H-fluoren-9-ylidene)acetamido)pentanoic acid | HCID 57972065 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 5-(2-(9H-fluoren-9-ylidene)acetamido)-N-(2-aminophenyl)pentanamide | HCID 44540251 | 71% |
Reaction Steps
5-(2-(9H-fluoren-9-ylidene)acetamido)pentanoic acid (321 mg, 1 mmol), and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (394 mg, 2 mmol), hydroxy-benzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and o-phenylenediamine (432 mg, 4 mmol) were added. The mixture was stirred for 24 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (292 mg, 71% yield) as a brown solid. LC-MS (m/z) 412 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178577B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-1c9249842a7c453f857decca28ef150e |
| Source note | uspto-grants-2012_05 |