HuagongsheHuagongshe Chemistry Print Report · For research reference only
P-Anisidine → Imidazo[2,1-b][1,3,4]thiadiazol-2-yl-(4-methoxyphenyl)amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | P-Anisidine | HCID 7732 | — |
| Reactant | 2-Bromoimidazo[2,1-b][1,3,4]thiadiazole | HCID 43667923 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 2,2,2-Trifluoroethanol | HCID 6409 | — |
| Product | Imidazo[2,1-b][1,3,4]thiadiazol-2-yl-(4-methoxyphenyl)amine | HCID 67334626 | 29.4% |
Reaction Conditions
| Temperature | 170 °C |
|---|
Reaction Steps
A mixture of 2-bromo-imidazo[2,1-b][1,3,4]thiadiazole (1.0 g, 4.90 mmol) and p-anisidine (19.6 mmol, 2.41 g) in trifluoroethanol (12 mL) was heated under microwave irradiation at 170° C. for 1 hour. On cooling, the mixture was diluted with dichloromethane (10 mL) and purified by column chromatography (Biotage™/Flash, silica, methanol: dichloromethane 0.2:9.8 to 1:9). The residue obtained was triturated with diethylether and few drops of methanol to give imidazo[2,1-b][1,3,4]thiadiazol-2-yl-(4-methoxyphenyl)amine as a white solid (355 mg, 29% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563550B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-66b469d9d5f746689bf8c437c37a2dea |
| Source note | uspto-grants-2013_10 |