HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(3-Phenyl-1,2,4-thiadiazol-5-yl)-N-3-thienylpiperazine-1-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Isocyanatothiophene | HCID 2776380 | — |
| Reactant | 1-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazine | HCID 2777760 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(3-Phenyl-1,2,4-thiadiazol-5-yl)-N-3-thienylpiperazine-1-carboxamide | HCID 68779808 | 16.6% |
Reaction Steps
To a solution of 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (200 mg, 0.812 mmol) and triethylamine (0.113 ml, 0.812 mmol) in tetrahydrofuran (2 ml) was added 3-thienyl isocyanate (0.152 ml, 1.22 mmol) at room temperature, and the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure. The residue was purified by high performance liquid chromatography (YMC HPLC Column eluted with 10% to 100% Liquid A; Liquid A: a 0.1% solution of trifluoroacetic acid in acetonitrile; Liquid B: an aqueous 0.1% trifluoroacetic acid solution) and recrystallized from a mixed solvent of hexane and tetrahydrofuran to give 50.0 mg (16.6%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851473B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-69da68bda7c24f70aa6e195b173e4096 |
| Source note | uspto-grants-2010_12 |