HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 25129219, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | 1,3-Benzodioxol-5-amine | HCID 84310 | — |
| Reactant | Isoindoline | HCID 422478 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 25129219 | HCID 25129219 | 60.1% |
Reaction Steps
To a solution of 3,4-(methylenedioxy)aniline (150 mg, 1.09 mmol) in dry DCM (4 mL) was added dropwise phenyl chloroformate (0.138 ml, 1.09 mmol) and triethylamine (0.153 ml, 1.09 mmol). After the reaction mixture was stirred at r.t for 8 hr., isoindoline (0.123 ml, 1.09 mmol) and triethylamine (0.153 ml, 1.09 mmo) were added, and the reaction mixture was stirred overnight. The solvent was then removed under reduced pressure, and the residue was purified by chromatographed on silica gel (EtOAC/Hexane: 1:3) to give the title compound (185 mg, 60%) as a white solid: m.p:165-166° C. 1H NMR (CDCl3, 500 MHz): 4.82 (s, 4H); 5.93 (s, 2H); 6.20 (s, 1H); 6.73 (s, 2H); 7.17 (s, 1H); 7.30 (m, 4H). MS (MH+, 283).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07476399B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-819b65e7d4c44289b8d092d42f54a2a9 |
| Source note | uspto-grants-2009_01 |