HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 604871Erstellt: 23. Oktober 2026
Phosgene → [5-(2-Chloro-benzyl)-4-methyl-thiazol-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine
https://huagongshe.com/de/reaction/604871
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Phosgene | HCID 6371 | — |
| Edukt | Methyl vinyl ketone | HCID 6570 | — |
| Edukt | 2-Chloroaniline | HCID 7240 | — |
| Edukt | [3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]thiourea | HCID 71650841 | — |
| Produkt | [5-(2-Chloro-benzyl)-4-methyl-thiazol-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine | HCID 25106118 | — |
Reaktionsschritte
The title compound was prepared in analogy to example 6 without purification of the intermediate from 128 mg (1 mmol) 2-chloroaniline and 421 mg (6 mmol) methyl vinylketone. The crude chloroketone was used without further purification in the next step with 53 mg (0.2 mmol) [3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-thiourea. The crude product was purified on silica gel with methylene chloride/methanol 19/1 yielding 40 mg (47%) [5-(2-chloro-benzyl)-4-methyl-thiazol-2-yl]-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-amine as a brown solid. MS ISP (m/e): 425.1/427.2 (100/44) (M+H)+. 1H NMR (DMSO-D6, 250 MHz): δ (ppm)=10.15 (s, 1H), 7.63 (s, 1H), 7.53 (s, 1H), 7.47-7.22 (m, 6H), 7.01 (s, 1H), 4.07 (s, 2H), 3.77 (s, 3H), 2.25 (s, 3H), 2.14 (s, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US07910740B2 |
|---|
| Quelldatensatz | uspto-grants-2011_03 |
|---|
| ORD ID | ord-5e4a7434469a47ef9731c2cb7c1d300e |
|---|
| Quellennotiz | uspto-grants-2011_03 |
|---|