Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | HCID 60207313 | HCID 60207313 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 46932239 | HCID 46932239 | 34% |
Reaction Steps
To a solution of 5-(1-bromoethyl)-2-(2,4-dichlorophenyl)sulfanyl-3-nitro-thiophene (0.1 g, 0.243 mmol) in tetrahydrofuran (5 mL), was added N-methylamine (0.012 mL, 0.29 mmol). The resulting reaction mixture was heated at 80° C. under microwave irradiation (200 W) on a CEM Discovery™ microwave machine for 50 minutes. The reaction mixture was concentrated and the crude was purified by silica gel chromatography to afford the title compound as a yellow solid (30 mg, 33% yield). 1H NMR (400 MHz, d6-DMSO) δ: 7.83 (2H, m), 7.54 (1H, m), 7.49 (1H, s), 3.83 (1H, q), 2.44 (3H, s), 1.32 (3H, d). MS m/z: 376.8 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08680139B2 |
|---|
| Source dataset | uspto-grants-2014_03 |
|---|
| ORD ID | ord-ef34ca2e554541f3a576b5bc196f3b50 |
|---|
| Source note | uspto-grants-2014_03 |
|---|