Hydrazine → 5-Amino-N-methoxy-2-methylbenzenesulfonamide

HRID 1391534ノート

反応式

HRID 1391534 の反応式
[CH3:1][O:2][NH:3][S:4]([C:7]1[CH:12]=[C:11]([N+:13]([O-])=O)[CH:10]=[CH:9][C:8]=1[CH3:16])(=[O:6])=[O:5].NN>[Pd].C(O)C>[NH2:13][C:11]1[CH:10]=[CH:9][C:8]([CH3:16])=[C:7]([S:4]([NH:3][O:2][CH3:1])(=[O:5])=[O:6])[CH:12]=1

参加物

5

反応物 2

HCID 9321HydrazineHCID 59674227N-Methoxy-2-methyl-5-nitrobenzenesulfonamide

生成物 1

HCID 596741455-Amino-N-methoxy-2-methylbenzenesulfonamide

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

N-Methoxy-2-methyl-5-nitrobenzenesulfonamide (0.5 g, 2 mmol) was combined with 10% palladium on carbon (0.05 g), ethanol (10 mL), and hydrazine (1 mL) and heated at reflux for 18 h. The solution was filtered through celite, concentrated, and purified on silica gel with methanol in dichloromethane. Product was an off white solid (0.28 g, 1.3 mmoL). 1H NMR (300 MHz, d6-DMSO) δ10.3 (s, 1H), 7.11 (s, 1H), 7.02 (d, J=8.2 Hz, 1H), 6.7 (d, J=8.2 Hz, 1H), 5.37 (s, 2H), 3.57 (s, 3H), 2.38 (s, 3H).

後処理

  1. temperatureheated
  2. temperatureat reflux for 18 h
  3. filtrationThe solution was filtered through celite,
  4. concentrationconcentrated
  5. custompurified on silica gel with methanol in dichloromethane

出典と根拠

ORDレコード
ord-0e1782b7f1f14451bdd0067a8aabece7
出典データセット
uspto-grants-2008_03
特許番号
US07338959B2

反応ノート

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