Acetophenone → Acetophenone benzoylhydrazone

HRID 1077671노트

반응식

HRID 1077671 반응식
[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

참가 물질

5

반응물 2

HCID 7410AcetophenoneHCID 11955Benzoylhydrazine

생성물 1

HCID 346107Acetophenone benzoylhydrazone

시약·촉매·용매 2

HCID 313Hydrochloric Acid촉매HCID 8028Tetrahydrofuran용매

반응 조건

온도
25 °C

실험 절차

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): δ2.35 (s, 3H, CH3), 7.30-8.0 (m, 10H, Ph), 9.0 (br, 1H, NH). All other substrates were prepared in a similar fashion.

후처리

  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

출처 및 근거

ORD 기록
ord-41b732a171814d6d92461c9464786cfc
출처 데이터셋
uspto-grants-1996_08
특허 번호
US05543571

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