HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thiourea → Ethyl 2-amino-4-(2,4-dichlorophenyl)-1,3-thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | Ethyl 2-bromo-3-(2,4-dichlorophenyl)-3-oxopropanoate | HCID 58094874 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 2-amino-4-(2,4-dichlorophenyl)-1,3-thiazole-5-carboxylate | HCID 58094863 | 100% |
Reaction Steps
To a solution of ethyl 2-bromo-3-(2,4-dichlorophenyl)-3-oxopropanoate (5.14 g, 15.1 mmol) in ethanol (90 mL) was added thiourea (1.26 g, 16.6 mmol) and the solution was stirred at reflux for 2 hours. The reaction was allowed to cool to room temperature, then the solvent was evaporated in vacuo. Column chromatography was performed to yield the title compound (4.79 g, 99%). LCMS: (AA) ES+, 319. 1H NMR (300 MHz, d1-chloroform) δ: 8.11 (br s, 2H), 7.52-7.33 (m, 3H), 4.24-4.16 (m, 2H), 1.23-1.17 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139589B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-7a132a0328ab49a5b2ae116a70d85a91 |
| Source note | uspto-grants-2015_09 |