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

HRID 431388ノート

反応式

HRID 431388 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-3997371e0938483bb07d70e5bbfe207b
出典データセット
uspto-grants-2003_12
特許番号
US06656971B2

反応ノート

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