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1,2-Dichlorobenzene → 5-(4-chloro-3-octyloxyphenyl)-3-(2-chlorophenyl) 1-methyl-1H-1,2,4-triazole

HRID 52216
ノート
印刷プレビュー

反応式

HRID 52216 の反応式
[CH3:1][N:2](S(C1C=CC=CC=1)(=O)=O)[N:3]=[C:4](Cl)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:11].[Cl:22][C:23]1[CH:30]=[CH:29][C:26]([C:27]#[N:28])=[CH:25][C:24]=1[O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39].ClC1C=CC=CC=1Cl>C(Cl)(Cl)Cl.[Fe](Cl)(Cl)Cl>[Cl:22][C:23]1[CH:30]=[CH:29][C:26]([C:27]2[N:2]([CH3:1])[N:3]=[C:4]([C:5]3[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=3[Cl:11])[N:28]=2)=[CH:25][C:24]=1[O:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 72391,2-DichlorobenzeneHCID 214636694-Chloro-3-octyloxybenzonitrileHCID 54508988N-methyl-N-phenylsulfonyl-2-chlorobenzohydrazonoyl chloride

生成物 1

HCID 214636325-(4-chloro-3-octyloxyphenyl)-3-(2-chlorophenyl) 1-methyl-1H-1,2,4-triazole収率 42.3%

試薬・触媒・溶媒 2

HCID 24380Iron chloride (FeCl3)触媒
HCID 6212
Chloroform
溶媒

反応条件

温度
140 °C

実験手順

A mixture of N-methyl-N-(benzenesulfonyl)-2-chlorobenzohydrazonoyl chloride (1.50 g), 4-chloro-3-octyloxybenzonitrile (1.30 g), anhydrous iron (III) chloride (0.80 g) and o-dichlorobenzene (5 ml) is stirred at an oil bath temperature of 140° C. for 30 minutes. After cooling, the reaction mixture is dissolved in chloroform (100 ml), washed with dilute hydrochloric acid, dilute aqueous solution of sodium hydroxide and saline in this order, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The concentrate is purified by silica gel column chromatography using mixed solvent of hexaneethyl acetate as eluent to give 0.80 g of desired compound.

後処理

  1. temperatureAfter cooling
  2. washwashed with dilute hydrochloric acid, dilute aqueous solution of sodium hydroxide and saline in this order
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe concentrate is purified by silica gel column chromatography
  6. additionusing mixed solvent of hexaneethyl acetate as eluent

出典と根拠

ORDレコード
ord-48faca2029d943378334cf901ca61c11
出典データセット
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05616594

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート