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Hydrazine hydrate (1:1) → 2-(2-Chloro-ethoxy)-4-methoxy-6-(naphthalene-1-sulfonylmethyl)-phenylamine

HRID 2240064
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HRID 2240064 반응식
[Cl:1][CH2:2][CH2:3][O:4][C:5]1[C:6]([N+:27]([O-])=O)=[C:7]([CH2:13][S:14]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1.O.NN>C(O)C.[Pd]>[Cl:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[C:7]([CH2:13][S:14]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=[CH:19][CH:18]=2)(=[O:16])=[O:15])[C:6]=1[NH2:27]
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참가 물질

5

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 686804311-[3-(2-Chloro-ethoxy)-5-methoxy-2-nitro-phenylmethanesulfonyl]-naphthalene

생성물 1

HCID 686789432-(2-Chloro-ethoxy)-4-methoxy-6-(naphthalene-1-sulfonylmethyl)-phenylamine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

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온도
60 °C

실험 절차

A mixture of 1-[3-(2-chloro-ethoxy)-5-methoxy-2-nitro-phenylmethanesulfonyl]-naphthalene (1.0 g, 2.5 mmoles) in ethanol (25 mL) was stirred under nitrogen in a round bottom flask at 60° C. 10% Pd/C was added, and the temperature was increased to 80° C. Hydrazine hydrate (2.0 mL) was added dropwise and the mixture was stirred at reflux for 3 hours. Reaction mixture was filtered off through Celite, and the solution was washed with H2O (3×), dried over Na2SO4, and concentrated under vacuum to afford the title compound as an off white solid (1.0 g, 2.46 mmoles).

후처리

  1. temperaturethe temperature was increased to 80° C
  2. stirringthe mixture was stirred
  3. temperatureat reflux for 3 hours
  4. customReaction mixture
  5. filtrationwas filtered off through Celite
  6. washthe solution was washed with H2O (3×)
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-4165609612404c429f28d7b57cb30c27
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07723329B2

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