Water → HCID 59457670、化合物

HRID 1711097ノート

反応式

HRID 1711097 の反応式
[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

参加物

6

反応物 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 66649177HCID 66649177、化合物

生成物 1

HCID 59457670HCID 59457670、化合物収率 90.4%

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-67193c3fecbe4bf5ab76a61adb920597
出典データセット
uspto-grants-2010_09
特許番号
US07790729B2

反応ノート

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