HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59593262, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chlorobenzylamine | HCID 66036 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,4-Dichloro-1,3-thiazole-5-carboxaldehyde | HCID 1488672 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59593262 | HCID 59593262 | 52.2% |
Reaction Steps
To a solution of p-chlorobenzylamine (61, 283 mg, 2.00 mmol) and N,N-Diisopropylethylamine (0.697 mL) in tetrahydrofuran (20 mL) was slowly added 2,4-Dichloro-thiazole-5-carbaldehyde (93, 364 mg, 2.00 mmol) in tetrahydrofuran (10 mL) at room temperature. The reaction was stirred at room temperature overnight. The reaction mixture was poured into iced water, extracted with ethyl acetate, washed with brine, and dried over sodium sulfate. After removal of solvent, the residue was purified by silica gel column chromatography eluting with ethyl acetate in hexane to provide the compound as a yellow solid (94, 0.3 g, 50%). MS (ESI) [M−H+]=286.97.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722702B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-3ed5391d4b9541ccb0f9fb1812d975fa |
| Source note | uspto-grants-2014_05 |