HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59971448, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoyl chloride, 3-nitro- | HCID 8495 | — |
| Reactant | HCID 9819192 | HCID 9819192 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 59971448 | HCID 59971448 | 94% |
Reaction Steps
A solution of (Z)-4-(3-aminophenyl)-1,3-dihydro-3-[(1H-pyrrol-2-yl)methylene]-2H-indol-2-one hydrochloride (40 mg, 0.1 18 mmol) (from Example 5 supra) and Et3N (33 μL , 0.237 mmol) in 3 mL of chloroform was cooled to −78° C. and then treated with 3-nitrobenzoyl chloride (24 mg, 0.129 mmol) (Aldrich). The reaction mixture was then stirred at room temperature under a nitrogen atmosphere for 7 h. The reaction mixture was then concentrated in vacuo. The resulting yellow solid was dissolved in ethanol, and re-precipitated by the addition of distilled water to yield pure (Z)-N-[3-[2,3-dihydro-2-oxo-3-[(1H-pyrrol-2-yl)methylene]-1H-indol-4-yl]-phenyl]-3-nitrobenzamide (yield: 50 mg, 94%) as a yellow solid (mp 265-266° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06307056B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-1c2b7c5a67b3477da48e815aea8ccaff |
| Source note | uspto-grants-2001_10 |