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

HRID 1391534노트

반응식

HRID 1391534 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0e1782b7f1f14451bdd0067a8aabece7
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07338959B2

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