Acetophenone → Acetophenone benzoylhydrazone

HRID 1655653

反応式

HRID 1655653 の反応式
[C:1]([NH:9][NH2:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=O)[CH3:12]>O1CCCC1.Cl>[C:1]([NH:9][N:10]=[C:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 7410AcetophenoneHCID 11955Benzoylhydrazine

生成物 1

HCID 346107Acetophenone benzoylhydrazone

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

To a solution of benzoic acid hydrazide (5.70 g, 0.042 mol) in tetrahydrofuran (75 mL) was added acetophenone (5.5 g, 0.046 mol) followed by concentrated HCl (3 drops). The reaction was allowed to stir for 12 h at 25° C. during which time the product precipitated as a colorless crystalline solid. The product was filtered, washed with tetrahydrofuran (1×30 mL), diethyl ether (3×60 mL) and pentane (2×60 mL), and the crystalline solids were dried in vacuo (6.65 g, 64%). 1H NMR (CD2Cl2): δ 2.35 (s, 3H, CH3), 7.30-8.0 (m, 10H, Ph), 9.0 (br, 1H, NH). All other substrates were prepared in a similar fashion.

後処理

  1. customprecipitated as a colorless crystalline solid
  2. filtrationThe product was filtered
  3. washwashed with tetrahydrofuran (1×30 mL), diethyl ether (3×60 mL) and pentane (2×60 mL)
  4. customthe crystalline solids were dried in vacuo (6.65 g, 64%)
  5. customAll other substrates were prepared in a similar fashion

出典と根拠

ORDレコード
ord-a33879457e694c5c93d83a4fcca716df
出典データセット
uspto-grants-1993_10
特許番号
US05250731

関連ノート

読み込み中…