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2-Aminophenol → 4-fluoro-N-(2-hydroxyphenyl)-3-nitrobenzanilide

HRID 74173
ノート
印刷プレビュー

反応式

HRID 74173 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[OH:21].Cl.C(N=C=N[CH2:28][CH2:29][CH2:30]N(C)C)C.C(N([CH2:39][CH3:40])CC)C.[CH:41](Cl)(Cl)Cl>C(OCC)(=O)C>[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[OH:21])[C:28]2[CH:29]=[CH:30][CH:40]=[CH:39][CH:41]=2)=[O:8])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 58012-AminophenolHCID 6212ChloroformHCID 8471TriethylamineHCID 679874-Fluoro-3-nitrobenzoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

生成物 1

HCID 674979344-fluoro-N-(2-hydroxyphenyl)-3-nitrobenzanilide収率 68%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 4-fluoro-3-nitrobenzoic acid (2.00 g, 10.8 mmol) in chloroform (40 mL) was added 2-aminophenol (1.18 g, 10.8 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.17 g, 11.3 mmol), and triethylamine (1.15 g, 11.3 mmol), and this was stirred at room temperature for 2.5 hours. After the reaction was complete, this was diluted by adding ethyl acetate, and this was washed with water, 1N hydrochloric acid, and saturated aqueous sodium hydrogen carbonate. The organic layer obtained was dried over anhydrous sodium sulfate, after which it was filtered and concentrated to yield the title compound (2.02 g, 68% yield) as orange crystals.

後処理

  1. additionthis was diluted
  2. washthis was washed with water, 1N hydrochloric acid, and saturated aqueous sodium hydrogen carbonate
  3. customThe organic layer obtained
  4. dry with materialwas dried over anhydrous sodium sulfate
  5. filtrationafter which it was filtered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-e51a015c6d30428c8a4b915518a238cb
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08829035B2

反応ノート

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