HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(4-Methoxycarbonylbenzenesulfonyl)-4-[4-methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diazomethane | HCID 9550 | — |
| Reactant | 4-(Chlorosulfonyl)benzoic acid | HCID 82385 | — |
| Reactant | 1-[4-Methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazine dihydrochloride | HCID 22628048 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-Methoxycarbonylbenzenesulfonyl)-4-[4-methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazine | HCID 22627975 | 66.3% |
Reaction Steps
To a solution of 1-[4-methyl-2-(4-pyridyl)-5-thiazolecarbonyl]piperazine dihydrochloride (180 mg) and triethylamine (253 mg) in dichloromethane (20 ml) was added 4-chlorosulfonylbenzoic acid (108 mg), and the mixture was stirred at room temperature for 1 hour. To the reaction solution was added a solution of diazomethane in ether until the solution remained yellow. The mixture was concentrated and the residue was purified with silica gel column chromatography (ethyl acetate) to give colorless crystals of the title compound (158 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06359134B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-68c6832d11944e1c8d070f124b91308b |
| Source note | uspto-grants-2002_03 |