HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-Thiazolamine, 4-(4-methoxyphenyl)-N-methyl-5-(3-pyridinyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methylthiourea | HCID 2723704 | — |
| Reactant | 2-Bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone hydrobromide | HCID 11463336 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Thiazolamine, 4-(4-methoxyphenyl)-N-methyl-5-(3-pyridinyl)- | HCID 3024893 | 85% |
Reaction Steps
In 18 ml of acetonitrile was dissolved 242 mg of N-methylthiourea. In the solution was suspended 1.0 g of 2-bromo-1-(4-methoxyphenyl)-2-(3-pyridyl)ethanone hydrobromide. To the suspension was added dropwise slowly 0.4 ml of triethylamine while stirring. The mixture was stirred for three hours at refluxing temperature, and 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 recrystallized from ethyl acetate isopropyl ether to yield 650 mg (85%) of 4-(4-methoxyphenyl)-2-methylamino-5-(3-pyridyl)-1,3-thiazole, m.p. 158°-159° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04612321 |
| Source dataset | uspto-grants-1986_09 |
| ORD ID | ord-bb24533325394783b807fb1be28f16d2 |
| Source note | uspto-grants-1986_09 |