HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-tert-Butyl-6-chloro-7-(4-methylpiperazine-1-sulfonyl)-benzooxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 2-Tert-butyl-6-chlorobenzoxazole-7-sulfonyl chloride | HCID 23447791 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-tert-Butyl-6-chloro-7-(4-methylpiperazine-1-sulfonyl)-benzooxazole | HCID 23447836 | 76% |
Reaction Steps
To a solution of 2-tert-butyl-6-chloro-benzooxazole-7-sulfonyl chloride (2.69 g, 8.73 mmol) and triethylamine (2.44 mL, 17.5 mmol) in THF (60 mL) at 0° C. was added 1-methylpiperazine (0.98 mL, 8.83 mmol). The reaction was warmed to room temperature and allowed to stir overnight. The solution was concentrated and then diluted with water and extacted with ethyl acetate (3 times). The combined organic layers were dried with MgSO4, filtered, and concentrated. Flash chromatography (80% ethyl acetate/20% Ethanol) on silica gel gave the title compound (2.45 g, 76%). EI-MS m/z 372(M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06680317B2 |
| Source dataset | uspto-grants-2004_01 |
| ORD ID | ord-bba74d741e7043a78bbdd1d7da003d99 |
| Source note | uspto-grants-2004_01 |