Water → 5-(2-chloro-6-fluorophenyl)-3-(4-chloro-alpha,alpha-dimethylbenzyl)-1-methyl-1H-1,2,4-triazole

HRID 443045ノート

反応式

HRID 443045 の反応式
[CH3:1][C:2]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)([CH3:7])[C:3](Cl)=[N:4][NH2:5].[Cl:15][C:16]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:17]=1[C:18]#[N:19].[Cl-].[Al+3].[Cl-].[Cl-].O.Cl[C:31]1C=CC=CC=1Cl>>[Cl:15][C:16]1[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[C:17]=1[C:18]1[N:5]([CH3:31])[N:4]=[C:3]([C:2]([CH3:7])([CH3:1])[C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:19]=1

参加物

6

反応物 5

HCID 962WaterHCID 72391,2-DichlorobenzeneHCID 695872-Chloro-6-fluorobenzonitrileHCID 6451240Aluminum(III) ChlorideHCID 86754043alpha, alpha-Dimethyl-4-chlorophenylacetohydrazonoyl chloride

生成物 1

HCID 542307375-(2-chloro-6-fluorophenyl)-3-(4-chloro-alpha,alpha-dimethylbenzyl)-1-methyl-1H-1,2,4-triazole

反応条件

温度
120 °C

実験手順

To a solution of 0.7 g of N-methyl-N-(p-toluenesulfonyl)-(α, α-dimethyl-4-chlorophenylacetohydrazonoyl chloride in 7 ml of o-dichlorobenzene at room temperature, were added 0.33 g of 2-chloro-6-fluorobenzonitrile and 0.28 g of anhydrous aluminium chloride, and the reaction mixture was heated at 120° C. for 30 minutes. After cooling, the reaction mixture was poured into iced water and extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to afford 0.6 g of 5-(2-chloro-6-fluorophenyl)-3-(4-chloro-α,α-dimethylbenzyl)-1-methyl-1H-1,2,4-triazole. m.p.97°-100° C.

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-d78e0ccdc1964e0599130b92559e95f0
出典データセット
uspto-grants-1999_04
特許番号
US05892048

反応ノート

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