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Triethylamine → [5-(2,4-Dichlorophenyl)-[1,3,4]thiadiazol-2-yl]carbamic acid 1-methyl-1H-benzimidazol-5-ylmethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Phenyl chloroformate | HCID 15891 | — |
| 反応物 | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| 反応物 | 5-(2,4-Dichlorophenyl)-1,3,4-thiadiazol-2-amine | HCID 182638 | — |
| 反応物 | (1-methyl-1H-benzo[d]imidazol-5-yl)methanol | HCID 14518388 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | [5-(2,4-Dichlorophenyl)-[1,3,4]thiadiazol-2-yl]carbamic acid 1-methyl-1H-benzimidazol-5-ylmethyl ester | HCID 68642019 | 14% |
反応手順
In tetrahydrofuran (20 ml), 5-(2,4-dichlorophenyl)-[1,3,4]thiadiazol-2-ylamine (80 mg, 0.33 mmol) was suspended, and phenyl chlorocarbonate (56 mg, 0.36 mmol) and triethylamine (36 mg, 0.36 mmol) were added thereto. The mixture was stirred at a room temperature for one hour. To the mixture, (1-methyl-1H-benzimidazol-5-yl)methanol (63 mg, 0.39 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (60 mg, 0.39 mmol) were added, and the resulting mixture was heated and stirred for one hour. After the resulting mixture was allowed to cool, the precipitate was washed with a small quantity of chloroform to give the title compound (20 mg, 14%) as a light-brown substance.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09200008B2 |
| 出典データセット | uspto-grants-2015_12 |
| ORD ID | ord-af73bd825c0b4639b9328ad6c5979a27 |
| 出典メモ | uspto-grants-2015_12 |