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4-Nitrophenol → 3-Iodo-4-(4-nitrophenoxy)-2-pyridinamine

HRID 1010179
ノート
印刷プレビュー

反応式

HRID 1010179 の反応式
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH2:8])[C:3]=1[I:9].[CH:10]1[C:15]([N+:16]([O-:18])=[O:17])=[CH:14][CH:13]=[C:12]([OH:19])[CH:11]=1.C(N(C(C)C)CC)(C)C.CN1CCCC1=O>O>[I:9][C:3]1[C:4]([NH2:8])=[N:5][CH:6]=[CH:7][C:2]=1[O:19][C:12]1[CH:11]=[CH:10][C:15]([N+:16]([O-:18])=[O:17])=[CH:14][CH:13]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 9804-NitrophenolHCID 13387N-methyl-2-pyrrolidoneHCID 81531DiisopropylethylamineHCID 229365964-Chloro-3-iodopyridin-2-amine

生成物 1

HCID 229363343-Iodo-4-(4-nitrophenoxy)-2-pyridinamine収率 38.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

4-Chloro-3-iodo-2-pyridinamine (1.0 g), p-nitrophenol (1.1 g), diisopropylethylamine (1.0 ml) and N-methyl-2-pyrrolidone (2 ml) were stirred at 170° C. for 17 hours. After returning the reaction solution to room temperature, water was added and extraction was performed with ethyl acetate. NH type silica gel was added to the extract, the solvent was distilled off under reduced pressure, and the reaction product was adsorbed onto the silica gel. The silica gel was charged into a dry column packed with NH type silica gel, and column purification was performed (hexane:ethyl acetate=3:1). The solvent was distilled off under reduced pressure, and then ethyl acetate and hexane were added to the residue for solidification to obtain 540 mg of light yellow crystals.

後処理

  1. customto room temperature
  2. extractionextraction
  3. additionNH type silica gel was added to the extract
  4. distillationthe solvent was distilled off under reduced pressure
  5. additionThe silica gel was charged into a dry column
  6. custompacked with NH type silica gel, and column purification
  7. distillationThe solvent was distilled off under reduced pressure
  8. additionethyl acetate and hexane were added to the residue for solidification

出典と根拠

ORDレコード
ord-c0733bd12a934304b5abbc6a57e174cb
出典データセット
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07973160B2

反応ノート

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