Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 60207313 | HCID 60207313 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 46932238 | HCID 46932238 | 10% |
Reaction Steps
5-(1-bromoethyl)-2-(2,4-dichlorophenyl)sulfanyl-3-nitro-thiophene (0.2 g, 0.49 mmol) was dissolved in ammonia in MeOH (2 M, 8 mL). The resulting mixture was sealed in a steel bomb and was heated at 100° C. for 2 hours. The reaction mixture was concentrated and the crude solid was purified by silica gel chromatography using a 98:2 mixture of dichloromethane and methanol as eluent to afford the title product (16 mg, 10% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.38 (1H, m), 8.08 (1H, m), 7.99 (1H, m), 7.82 (1H, s), 7.71 (1H, m), 4.61(1H, m), 1.45 (3H, d). MS m/z: 331.8 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08680139B2 |
|---|
| Source dataset | uspto-grants-2014_03 |
|---|
| ORD ID | ord-559e9843d4ae459e9be6b2ec126b03ff |
|---|
| Source note | uspto-grants-2014_03 |
|---|