Ethanol → 1-(3-Hydroxy-5-aminobenzoyl)-2-benzoylhydrazine

HRID 431388노트

반응식

HRID 431388 반응식
C1C2C(=CC=CC=2)C=CC=1C[O:12][C:13]1[CH:14]=[C:15]([CH:28]=[C:29]([N+:31]([O-])=O)[CH:30]=1)[C:16]([NH:18][NH:19][C:20](=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:17].CCO>[Pd].CN(C=O)C>[OH:12][C:13]1[CH:14]=[C:15]([CH:28]=[C:29]([NH2:31])[CH:30]=1)[C:16]([NH:18][NH:19][C:20](=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:17]

참가 물질

5

반응물 2

HCID 702EthanolHCID 187634381-{3-[(2-Naphthyl)methoxy]-5-nitrobenzoyl)-2-benzoylhydrazine

생성물 1

HCID 187634351-(3-Hydroxy-5-aminobenzoyl)-2-benzoylhydrazine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 1-{3-[(2-naphthyl)methoxy]-5-nitrobenzoyl}-2-benzoylhydrazine (0.34 g, 0.77 mmol), Pd/C (10%, 0.35 g), EtOH (10 mL), and DMF (10 mL) was hydrogenated in Parr apparatus (H2 pressure—30 psi) at room temperature for 1.5 h. Catalyst was filtered off, and filtrate concentrated in vacuo to give a slurry of white needles, which were filtered and washed with EtOH (3×25 mL). Yield 0.20 g (96%). 1H NMR (DMSO-d6, 400 MHz), δ: 10.37 (s, 1H); 10.12 (s, 1H); 9.20 (s, 1H); 7.91 (d, J=7.0 Hz, 2H); 7.62-7.48 (m, 3H); 6.54 (s, 1H); 5.46 (s, 1H); 6.19 (s, 1H); 5.18 (br.s, 2H).

후처리

  1. filtrationCatalyst was filtered off
  2. concentrationfiltrate concentrated in vacuo
  3. customto give a slurry of white needles, which
  4. filtrationwere filtered
  5. washwashed with EtOH (3×25 mL)

출처 및 근거

ORD 기록
ord-3997371e0938483bb07d70e5bbfe207b
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06656971B2

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