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Hydrogen Peroxide → 2-(p-Chlorophenyl)-5-[(trifluoromethyl)sulfonyl]pyrrole-3-carbonitrile

HRID 1975218
ノート
印刷プレビュー

反応式

HRID 1975218 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10]([S:15][C:16]([F:19])([F:18])[F:17])=[CH:11][C:12]=2[C:13]#[N:14])=[CH:4][CH:3]=1.OO.C(OCC)(=[O:24])C.[OH2:28]>C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10]([S:15]([C:16]([F:17])([F:19])[F:18])(=[O:24])=[O:28])=[CH:11][C:12]=2[C:13]#[N:14])=[CH:4][CH:3]=1
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

5

反応物 3

HCID 784Hydrogen Peroxide2 回HCID 189303922-(p-Chlorophenyl)-5-[(trifluoromethyl)thio]pyrrole-3-carbonitrileHCID 22728543Water ethylacetate

生成物 1

HCID 189304462-(p-Chlorophenyl)-5-[(trifluoromethyl)sulfonyl]pyrrole-3-carbonitrile

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
90 °C

実験手順

A solution of 2-(p-chlorophenyl)-5-[(trifluoromethyl)thio]pyrrole-3-carbonitrile (0.6 g, 0.002 mol) in acetic acid is treated portionwise with 30% hydrogen peroxide solution (0.6 mL, 0.006 mol), stirred for 11/2 hours at 90° C., treated with additional hydrogen peroxide (0.3 mL, 0.003 mol), stirred for two hours at 90° C., stirred for 16 hours at room temperature and diluted with an ethyl acetate/water mixture. The organic phase is separated, washed with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain a solid. The solid is recrystallized from ethylene dichloride to give the title product as a beige solid (mp 228°-230° C.) which is identified by 1HNMR and 13CNMR spectral analyses.

後処理

  1. stirringstirred for two hours at 90° C.
  2. stirringstirred for 16 hours at room temperature
  3. customThe organic phase is separated
  4. washwashed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated in vacuo
  7. customto obtain a solid
  8. customThe solid is recrystallized from ethylene dichloride

出典と根拠

ORDレコード
ord-22be83696fce4fc98275dc00b2a926d5
出典データセット
uspto-grants-1994_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05284863

反応ノート

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