p-Toluenesulfonic acid → HCID 135512470、化合物

HRID 990990ノート

反応式

HRID 990990 の反応式
O=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][C:3]1=[CH:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1.C1(C)C=CC(S([NH:28][NH2:29])(=O)=O)=CC=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[NH:28]1[C:2]2[C:10]3[C:5]([CH2:4][C:3]=2[C:11]([C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)=[N:29]1)=[CH:6][CH:7]=[CH:8][CH:9]=3

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 15303P-ToluenesulfonylhydrazideHCID 53775483HCID 53775483、化合物

生成物 1

HCID 135512470HCID 135512470、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 4-(1-oxoindan-2-ylidenemethyl)phenol (1.67 g, Chem. Ber. 1901, 34, 413), p-toluenesulphonyl hydrazine (1.95 g), p-toluenesulphonic acid (0.27 g) and ethanol (15 ml) was boiled under reflux for 72 hours. The solvent was removed under reduced pressure and the residue was purified by flash column chromatography on silica using petroleum ether, b.p. 60-80° C./ethyl acetate (1:1) as the mobile phase. Appropriate fractions were collected, combined and evaporated to give a residue which was triturated with petroleum ether, b.p. 60-80° C., to give a solid which was crystallized from ethanol to give 4-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)phenol, m.p. 266-268° C.

後処理

  1. temperatureunder reflux for 72 hours
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was purified by flash column chromatography on silica
  4. customAppropriate fractions were collected
  5. customevaporated
  6. customto give a residue which
  7. customwas triturated with petroleum ether, b.p. 60-80° C.
  8. customto give a solid which
  9. customwas crystallized from ethanol

出典と根拠

ORDレコード
ord-6f5fb2ed6ffb420f828104a108e24f6b
出典データセット
uspto-grants-2002_10
特許番号
US06462036B1

反応ノート

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