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1-Chloro-2-isothiocyanatobenzene → 4-(2-Chlorophenyl)-1-[3-(3-trifluoromethylbenzamido)-benzoyl]thiosemicarbazide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Chloro-2-isothiocyanatobenzene | HCID 123171 | — |
| 反応物 | 3-(3-Trifluoromethylbenzamido)benzhydrazide | HCID 69412682 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-(2-Chlorophenyl)-1-[3-(3-trifluoromethylbenzamido)-benzoyl]thiosemicarbazide | HCID 58725950 | 72% |
反応手順
To 200 mg (0.62 mmol) of 3-(3-trifluoromethylbenzamido)benzhydrazide in 2.5 mL of tetrahydrofuran was added 157 mg (121 μL, 0.93 mmol) of 2-chlorophenyl isothiocyanate. The reaction was stirred at room temperature overnight. After concentration by rotoevaporation, the residue was purified by preparative HPLC to give 219 mg (0.44 mmol, 72% yield) of 4-(2-chlorophenyl)-1-[3-(3-trifluoromethylbenzamido)-benzoyl]thiosemicarbazide. 1H NMR (CDCl3): δ7.28 (d of t, 1H), 7.36 (d of t, 1H), 7.49 (d of d, 1H), 7.55 (t, 1H), 7.69 (d, 2H), 7.74 (t, 1H), 7.94 (d of t, 2H), 8.21 (d, 1H), 8.27 (s, 1H), 8.36 (s, 1H), and 9.09 ppm (s, 1H). MS m/z: 493.0 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07312181B2 |
| 出典データセット | uspto-grants-2007_12 |
| ORD ID | ord-0c4d12b9266749199fecbffc30655671 |
| 出典メモ | uspto-grants-2007_12 |