Water → 8-Methyl-3,4-diphenylcinnoline

HRID 643289

反応式

HRID 643289 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][N:9]=[C:10]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:11]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=O.O>S(=O)(=O)(O)O>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[N:8]=[N:9][C:10]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[C:11]2[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

4

反応物 2

HCID 962WaterHCID 866089501,2-Diphenylethane-1,2-dione (2-methylphenyl)-hydrazone

生成物 1

HCID 118567038-Methyl-3,4-diphenylcinnoline収率 5.3%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

1,2-Diphenylethane-1,2-dione (2-methylphenyl)-hydrazone (0.50 g, 1.59 mmol) was dissolved in 70% of sulfuric acid (10 mL) and the reaction was stirred at room temperature overnight. The reaction was poured into iced water and extracted with ethyl acetate. The combined organics was dried over MgSO4 and concentrated. The material was purified via column chromatography using 5-100% ethyl actetate in hexane as the eluent to yield 0.025 g of the title compound as an orange solid. MS (ESI) m/z 297([M+H]+); HRMS (ESI, [M+H]+) 297.1406.

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialThe combined organics was dried over MgSO4
  3. concentrationconcentrated
  4. customThe material was purified via column chromatography

出典と根拠

ORDレコード
ord-25bccea003be4a56baf96c772ab9bc1c
出典データセット
uspto-grants-2010_04
特許番号
US07700595B2

関連ノート

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