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Hydrochloric Acid → N-(3,5-Dimethylphenylthio)succinimide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Chlorosuccinimide | HCID 31398 | — |
| 反応物 | 3,5-Dimethylbenzenethiol | HCID 117548 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-(3,5-Dimethylphenylthio)succinimide | HCID 11053620 | 64% |
反応手順
3,5-Dimethylthiophenol (2.76 g, 0.02 mol) was added by a syringe to an ice cooled mixture of N-chlorosuccinimide (3.34 g, 0.025 mol) and anhydrous dichloromethane (30 mL) under argon atmosphere. After 1 hour, N-chlorosuccinimide (0.4 g, 0.003 mol) was added, then reaction was stirred for 2.5 hours. Triethylamine (3.9 mL, 0.028 mol) was added while stirring for 15 minutes, then dichloromethane and 1N HCl were added. After shaking, organic layer was dried, concentrated to a small volume and passed through a Celite® column. After evaporation of the solvent, the residue was triturated with diethyl ether to give 3.0 g (64%) of title compound, mp 131-134° C. (from diethyl ether).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06710068B2 |
| 出典データセット | uspto-grants-2004_03 |
| ORD ID | ord-9d4465c4676042c4a40a89baa0810587 |
| 出典メモ | uspto-grants-2004_03 |