HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86607109, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | 2-Acetamido-4-methylthiazole-5-sulfonyl chloride | HCID 96951 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86607109 | HCID 86607109 | 74% |
Reaction Steps
To a stirred solution of 1-methylpiperazine (1.18 g, 11.8 mmol) in THF (24 ml) was added at 0° C. (ice water bath) commercially available 2-acetamido-4-methylthiazole-5-sulfonyl chloride (2.0 g, 7.85 mmol) and triethylamine (1.2 ml, 8.6 mmol). The light yellow suspension was stirred at room temperature for 17 h, and evaporated. The crude product was further purified by column chromatography on silica gel (dichloromethane/MeOH 9:1) and subsequent crystallization (dichloromethane/MeOH/hexane) to yield 2-acetamido-4-methyl-thiazole-5-sulfonic acid (4-methylpiperazinyl)-amide (1.85 g, 74%) as a white solid. MS (ISP) 319.0 [(M+H)+]; mp 245° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07361659B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-5acdeb9ba7e6475eb170547a287ef355 |
| Source note | uspto-grants-2008_04 |