HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-4'-nitroacetophenone → HCID 824462, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-4'-nitroacetophenone | HCID 66840 | — |
| Reactant | 1,1-Dimethyl-2-thiourea | HCID 3034192 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 824462 | HCID 824462 | 65% |
Reaction Steps
A solution of 2-bromo-4′-nitroacetophenone (4.42 g, 18.1 mmol), N,N,-dimethylthiourea (3.77 g, 36.2 mmol) in isopropanol (60 mL) was heated at reflux for 45 min. The cooled reaction mixture was diluted with EtOAc. The solution was washed with saturated aqueous NaHCO3, H2O and brine, dried (MgSO4) and concentrated under reduced pressure to give N,N-dimethyl-4-(4-nitrophenyl)-2-thiazolamine (2.92 g, 65% yield) as an orange solid: 1H NMR (400 MHz, DMSO-d6) δ8.24 (d, J=8.8 Hz, 2H), 8.11 (d, J=8.8 Hz, 2H), 7.56 (s, 1H), 3.11 (s, 6H); MS (FAB) m/z 250 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06288091B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-d16b1946186d4815b663d994d819f8b0 |
| Source note | uspto-grants-2001_09 |