HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromomethyl 2-methoxyphenyl ketone → [3-Methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-[4-(2-methoxy-phenyl)-thiazol-2-yl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromomethyl 2-methoxyphenyl ketone | HCID 123440 | — |
| Reactant | [3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]thiourea | HCID 71650841 | — |
| Product | [3-Methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-[4-(2-methoxy-phenyl)-thiazol-2-yl]-amine | HCID 86624675 | 88.3% |
Reaction Steps
The title compound was prepared in analogy to example 1 step e) from 77 mg (0.33 mmol) 2-bromo-2′-methoxyacetophenon and 79 mg (0.3 mmol) [3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea. The crude product was purified through stirring with methylene chloride at room temperature yielding 104 mg (88%) [3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-[4-(2-methoxy-phenyl)-thiazol-2-yl]-amine as a light yellow solid. MS ISP (m/e): 393.2 (100) (M+H)+. 1H NMR (DMSO-D6, 250 MHz): δ (ppm)=10.65 (s, 1H), 9.32 (s, 1H), 8.17 (d, 1H), 8.05 (s, 1H), 7.70 (s, 1H), 7.53 (d, 1H), 7.51 (s, 1H), 7.32-7.29 (m, 2H), 7.15 (d, 1H), 7.07 (t, 1H), 3.94 (s, 3H), 3.93 (s, 3H), 2.35 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910740B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-fd8b3fecd0af45df952cec7e0ce6499f |
| Source note | uspto-grants-2011_03 |