HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2-Bromo-N-(3,4-difluorobenzyl)-4-methylthiazole-5-carboxamide → 2-(3-benzyl-2-iminoimidazolidin-1-yl)-N-(3,4-difluorobenzyl)-4-methylthiazole-5-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2-Bromo-N-(3,4-difluorobenzyl)-4-methylthiazole-5-carboxamide | HCID 66631177 | — |
| Edukt | HCID 178508456 | HCID 178508456 | — |
| Edukt | HCID 178512076 | HCID 178512076 | — |
| Produkt | 2-(3-benzyl-2-iminoimidazolidin-1-yl)-N-(3,4-difluorobenzyl)-4-methylthiazole-5-carboxamide | HCID 25096190 | 5% |
Reaktionsschritte
Following the procedure as described in Example 27, making variations as required to replace N-(1-benzylimidazolidin-2-ylidene)cyanamide with 1-benzylimidazolidin-2-imine to react with 2-bromo-N-(3,4-difluorobenzyl)-4-methylthiazole-5-carboxamide, the title compound was obtained as a colorless solid in 5% yield: mp 140-142° C. (ethyl acetate/hexanes); 1H NMR (300 MHz, DMSO-d6) δ 8.41 (t, J=5.8 Hz, 1H), 7.39-7.23 (m, 7H), 7.12-7.08 (m, 1H), 6.68 (m, 1H), 4.43 (s, 2H), 4.30 (d, J=5.8 Hz, 2H) 3.94 (m, 2H), 3.35-3.27 (m, 2H), 2.42 (s, 3H); 13C NMR (75 MHz, DMSO-d6) δ 162.8, 158.3, 153.5, 151.1, 150.4, 148.0, 147.9, 138.2, 137.2, 129.0, 128.2, 127.8, 124.4, 117.7, 116.5, 48.4, 44.4, 43.9, 42.1, 17.6: MS (ES+) m/z 442.2 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08063084B2 |
| Quelldatensatz | uspto-grants-2011_11 |
| ORD ID | ord-6035ce5737fd4c8fb78c408383fbb5e4 |
| Quellennotiz | uspto-grants-2011_11 |