HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(4-Bromo-phenyl)-thiomorpholin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cysteamine Hydrochloride | HCID 9082 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 2-bromo-(4-bromophenyl)acetate | HCID 12754876 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(4-Bromo-phenyl)-thiomorpholin-3-one | HCID 66654054 | 77.1% |
Reaction Steps
To a solution of 2-aminoethanethiol hydrochloride (6.93 g; 61 mmol) in EtOH (400 mL) was added K2CO3 (16.86 g; 122 mmol), at RT, followed after 15 minutes by bromo-(4-bromo-phenyl)-acetic acid ethyl ester (12 mL; 61 mmol). The resulting mixture was stirred at RT for two days, subsequently, water was added and the resulting mixture was extracted with EtOAc. The combined organic layers were dried (MgSO4), filtered, and concentrated in vacuo. The residue was recrystallized from EtOH to afford 2-(4-bromo-phenyl)-thiomorpholin-3-one (12.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029371B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-887aeab4543345a185917c674cdf9e54 |
| Source note | uspto-grants-2015_05 |