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Hydrochloric Acid → methyl 3-[5-(2,4-dichlorophenoxy)-2-nitrophenyl]tetrahydro-2,4,6-trioxo-s-triazine-1(2H)-acetate

HRID 1451171
ノート
印刷プレビュー

反応式

HRID 1451171 の反応式
C(=O)([O-])[O-].[K+].[K+].F[C:8]1[CH:9]=[CH:10][C:11]([N+:28]([O-:30])=[O:29])=[C:12]([N:14]2[C:19](=[O:20])[NH:18][C:17](=[O:21])[N:16]([CH2:22][C:23]([O:25][CH3:26])=[O:24])[C:15]2=[O:27])[CH:13]=1.[Cl:31][C:32]1[CH:37]=[C:36]([Cl:38])[CH:35]=[CH:34][C:33]=1[OH:39].Cl>CN(C)C=O.C(OCC)(=O)C>[Cl:31][C:32]1[CH:37]=[C:36]([Cl:38])[CH:35]=[CH:34][C:33]=1[O:39][C:8]1[CH:9]=[CH:10][C:11]([N+:28]([O-:30])=[O:29])=[C:12]([N:14]2[C:19](=[O:20])[NH:18][C:17](=[O:21])[N:16]([CH2:22][C:23]([O:25][CH3:26])=[O:24])[C:15]2=[O:27])[CH:13]=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

7

反応物 4

HCID 313Hydrochloric AcidHCID 84492,4-DichlorophenolHCID 11430Potassium CarbonateHCID 11067766methyl 3-(5-fluoro-2-nitrophenyl)tetrahydro-2,4,6-trioxo-s-triazine-1(2H)-acetate

生成物 1

HCID 11733582methyl 3-[5-(2,4-dichlorophenoxy)-2-nitrophenyl]tetrahydro-2,4,6-trioxo-s-triazine-1(2H)-acetate

試薬・触媒・溶媒 2

HCID 6228
Dimethylformamide
溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
38 °C

実験手順

Potassium carbonate (1.14 g, 8.25 mmol) is added to a solution of methyl 3-(5-fluoro-2-nitrophenyl)tetrahydro-2,4,6-trioxo-s-triazine-1(2H)-acetate (0.93 g, 2.74 mmol) and 2,4-dichlorophenol (0.66 g, 4.07 mmol) in N,N-dimethylformamide at 38° C. The reaction mixture is stirred at 38° C. for 3 days, cooled to room temperature and poured into 1M hydrochloric acid. The aqueous mixture is extracted with ethyl acetate. The organic extracts are combined, washed sequentially with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain an orange oil. Column chromatography of the oil using silica gel and 30% to 40% ethyl acetate in hexanes solutions gives the title product as a yellow foam which is identified by NMR spectral analysis.

後処理

  1. temperaturecooled to room temperature
  2. extractionThe aqueous mixture is extracted with ethyl acetate
  3. washwashed sequentially with water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customto obtain an orange oil

出典と根拠

ORDレコード
ord-208d47d287fb4f29beced53aba11bf61
出典データセット
uspto-grants-1997_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05604180

反応ノート

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