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Dibromomethane → 4-(2-(5-bromo-4-(2-chloro-4-cyclopropyl-6-methylphenyl)-4H-1,2,4-triazol-3-ylthio)acetamido)-3-chlorobenzoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dibromomethane | HCID 3024 | — |
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Dichloroacetic Acid | HCID 6597 | — |
| 反応物 | Sodium Nitrite | HCID 23668193 | — |
| 反応物 | 4-(2-(5-amino-4-(2-chloro-4-cyclopropyl-6-methylphenyl)-4H-1,2,4-triazol-3-ylthio)acetamido)-3-chlorobenzoic acid | HCID 59813099 | — |
| 触媒 | Benzyltriethylammonium bromide | HCID 165294 | — |
| 生成物 | 4-(2-(5-bromo-4-(2-chloro-4-cyclopropyl-6-methylphenyl)-4H-1,2,4-triazol-3-ylthio)acetamido)-3-chlorobenzoic acid | HCID 16221815 | 42% |
反応手順
Dichloroacetic acid (0.065 mL, 0.78 mmol) was added to a mixture of compound 6 (192 mg, 0.39 mmol), benzyltriethyl ammonium bromide (318 mg, 1.17 mmol) and sodium nitrite (538 mg, 7.8 mmol) in dibromomethane (10 mL). The mixture was stirred at room temperature for 18 hours in the dark. The reaction mixture was then concentrated and the resulting residue was purified by prep. TLC (95% dichloromethane/5% methanol) to afford 88 mg, 42% yield of 4-(2-(5-bromo-4-(2-chloro-4-cyclopropyl-6-methylphenyl)-4H-1,2,4-triazol-3-ylthio)acetamido)-3-chlorobenzoic acid (7).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08252828B2 |
| 出典データセット | uspto-grants-2012_08 |
| ORD ID | ord-8f5442b5fc924f86808779fe20c60690 |
| 出典メモ | uspto-grants-2012_08 |