HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → 5-Amino-2-(4-chloro-2-methoxyphenyl)-4-methylthiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Reactant | [2-(4-Chloro-2-methoxyphenyl)-4-methylthiazol-5-yl]carbamic acid tert-butyl ester | HCID 68641711 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Amino-2-(4-chloro-2-methoxyphenyl)-4-methylthiazole | HCID 68641893 | 65% |
Reaction Steps
In methanol (25 ml), [2-(4-chloro-2-methoxyphenyl)-4-methylthiazol-5-yl]carbamic acid tert-butyl ester (1.02 g, 2.87 mmol) prepared in the Step 28-1-1 was dissolved, and a 4-N hydrogen chloride-dioxane solution (25 ml) was added thereto. The mixture was stirred at a room temperature for 16 hours. Chloroform was added to the mixture, and the resulting mixture was neutralized with a saturated sodium bicarbonate solution. The resulting mixture was subjected to extraction with chloroform. The extract was dried over anhydrous magnesium sulfate and then concentrated. The concentrate was purified by silica gel column chromatography (chloroform:methanol=20:1) to give the title compound (474 mg, 65%) as a light-brown powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09200008B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-2706ca54e753446ca5f1b61630640972 |
| Source note | uspto-grants-2015_12 |