HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-Ethyl-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Propanethioamide | HCID 2760628 | — |
| Reactant | 2-Bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone | HCID 11463337 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Ethyl-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole | HCID 13518886 | 91% |
Reaction Steps
In 40 ml of acetonitrile was dissolved 493 mg of thiopropionic acid amide. In the solution was suspended 2.15 g of 2-bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone. To the suspension was added dropwise slowly 0.78 ml of triethylamine while stirring. The mixture was stirred for 3 hours at a refluxing temperature, then the solvent was evaporated off. To the residue was added a saturated aqueous solution of sodium hydrogen carbonate. The mixture was subjected to extraction with ethyl acetate. The extract was dried, then the solvent was evaporated off. The residue was recrystallised from ethyl acetate-isopropyl ether to yield 1.38 g (91%) of 2-ethyl-4-(4-methoxyphenyl)-5-(3-pyridyl)-1,3-thiazole, m.p. 59°-60° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04612321 |
| Source dataset | uspto-grants-1986_09 |
| ORD ID | ord-9d3e44a81a0c491c88d9be5f26fc44e9 |
| Source note | uspto-grants-1986_09 |