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Hydrochloric Acid → 4-((4-Oxo-2-thioxothiazolidin-3-yl)methyl)benzenesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Mafenide Hydrochloride | HCID 67313 | — |
| 反応物 | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| 反応物 | 3,5-Dithia-4-thioxo-1,7-heptanedioic acid | HCID 80618 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-((4-Oxo-2-thioxothiazolidin-3-yl)methyl)benzenesulfonamide | HCID 33679359 | 70.7% |
反応手順
To a solution of bis(carboxymethyl)trithiocarbonate (200 mg) in tetrahydrofuran (10 ml) was added carbonyldiimidazole (291 mg), and the mixture was stirred at room temperature. After 2 hr, to the reaction mixture were added homosulfamine hydrochloride (200 mg) and N,N-diisopropylethylamine (155 mg), and the mixture was stirred overnight at 70° C. 2N Hydrochloric acid (10 ml) was added thereto under ice cooling, the mixture was extracted twice with ethyl acetate (40 ml), and the extract was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=2:1) to give 3-(4-sulfamoylbenzyl)-2-thioxothiazolidin-4-one (189 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09056862B2 |
| 出典データセット | uspto-grants-2015_06 |
| ORD ID | ord-67e3bd37cd1e4a92ac033706125b7538 |
| 出典メモ | uspto-grants-2015_06 |