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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

反応式

関与物質

役割名称HCID仕込み量
反応物Cyanuric chlorideHCID 7954—
反応物4-AminobenzonitrileHCID 13396—
反応物1-Bromomethyl-2,6-dichlorobenzeneHCID 30159—
反応物MagnesiumHCID 5462224—
溶媒BenzeneHCID 241—
溶媒Diethyl EtherHCID 3283—
溶媒1,4-DioxaneHCID 31275—
溶媒DiisopropylethylamineHCID 81531—
生成物4-[[4-Chloro-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]amino]benzonitrileHCID 486423104.2%

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

DOI10.6084/m9.figshare.5104873.v1
特許番号US06858609B2
出典データセットuspto-grants-2005_02
ORD IDord-a24fe50e94d9483d807f5b9ce3c92b2c
出典メモuspto-grants-2005_02