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HRID 25044作成日:2026年10月27日
Cyanuric chloride → 4-[[4-Chloro-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]benzonitrile
https://huagongshe.com/reaction/25044
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Cyanuric chloride | HCID 7954 | — |
| 反応物 | 4-Aminobenzonitrile | HCID 13396 | — |
| 反応物 | 1-Bromomethyl-2,6-dichlorobenzene | HCID 30159 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 溶媒 | Diisopropylethylamine | HCID 81531 | — |
| 生成物 | 4-[[4-Chloro-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]benzonitrile | HCID 486423 | 104.2% |
反応手順
A solution of 2-(bromomethyl)-1,3-dichlorobenzene (about 10% of 0.383 mol) in diethylether (240 ml) was added to magnesium (0.383 mol) in diethylether (240 ml) under argon. Once the reaction started, the remainder of 2-(bromomethyl)-1,3-dichlorobenzene in diethylether was added. The solution was stirred at RT for 2.5 hours and then added via canula to a solution of 2,4,6-trichloro-1,3,5-triazine (0.319 mol) in benzene (480 ml) while keeping the temperature below 15° C. The reaction mixture was stirred for one hour in an ice bath, then for 2 hours at RT. A solution of 4-amino-benzonitrile (0.351 mol) in N,N-diisopropylethylamine (61.0 ml) and 1,4-dioxane (500 ml) was added and the reaction mixture was stirred at RT for 40 hours. The solvent was evaporated. Water and ethylacetate were added. The solution was stirred, then the solid was filtered off, washed with ethylacetate and water, yielding 129.9 g of 4-[[4-chloro-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]-amino]benzonitrile (intermediate 27; mp. 243-244° C.).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06858609B2 |
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| 出典データセット | uspto-grants-2005_02 |
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| ORD ID | ord-a24fe50e94d9483d807f5b9ce3c92b2c |
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| 出典メモ | uspto-grants-2005_02 |
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