Water → HCID 59457670, 화합물

HRID 1711097노트

반응식

HRID 1711097 반응식
[F:1][C:2]1[CH:26]=[C:25]([N+:27]([O-])=O)[CH:24]=[CH:23][C:3]=1[O:4][C:5]1[C:10]2[S:11][C:12]([C:14]3[CH2:19][CH2:18][N:17]([C:20](=[O:22])[CH3:21])[CH2:16][CH:15]=3)=[CH:13][C:9]=2C=[CH:7][CH:6]=1.[NH4+:30].[Cl-].O>CCO.[Fe]>[NH2:27][C:25]1[CH:24]=[CH:23][C:3]([O:4][C:5]2[CH:6]=[CH:7][N:30]=[C:9]3[CH:13]=[C:12]([C:14]4[CH2:19][CH2:18][N:17]([C:20](=[O:22])[CH3:21])[CH2:16][CH:15]=4)[S:11][C:10]=23)=[C:2]([F:1])[CH:26]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 66649177HCID 66649177, 화합물

생성물 1

HCID 59457670HCID 59457670, 화합물수율 90.4%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 702Ethanol용매

실험 절차

To a mixture of the nitro compound 390 (358.2 mg, 0.87 mmol) and NH4Cl (39.4 mg, 0.74 mmol) in EtOH (8.7 mL)/water (4.3 mL) at 100° C. Fe powder (411.3 mg, 7.36 mmol) was added in one portion and the mixture was heated to reflux under vigorous stirring for 40 min. It was then filtered through Celite®, the Celite® was washed with EtOH and the combined filtrates were concentrated under reduced pressure. The residue was dissolved in DCM, washed with water, dried (anhydrous Na2SO4) and concentrated under reduced pressure affording 391 (256.5 mg, 77% yield) as a white solid. LCMS:(M+H) 384.2.

후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux
  3. filtrationIt was then filtered through Celite®
  4. washthe Celite® was washed with EtOH
  5. concentrationthe combined filtrates were concentrated under reduced pressure
  6. dissolutionThe residue was dissolved in DCM
  7. washwashed with water
  8. dry with materialdried (anhydrous Na2SO4)
  9. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-67193c3fecbe4bf5ab76a61adb920597
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790729B2

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