Sodium hydride → HCID 58626050、化合物

HRID 131387

反応式

HRID 131387 の反応式
F[C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[NH2:13][C:14]1[S:15][CH:16]=[CH:17][C:18]=1[C:19]#[N:20].[H-].[Na+]>C1COCC1>[F:9][C:5]1[C:6]([F:8])=[CH:7][C:2]([NH:13][C:14]2[S:15][CH:16]=[CH:17][C:18]=2[C:19]#[N:20])=[C:3]([N+:10]([O-:12])=[O:11])[CH:4]=1

参加物

5

反応物 3

HCID 24758Sodium hydride2 回HCID 750121,2,4-Trifluoro-5-nitrobenzeneHCID 7366072-Aminothiophene-3-carbonitrile

生成物 1

HCID 58626050HCID 58626050、化合物収率 59.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Combine 2,4,5-trifluoro-nitrobenzene (5.00 g, 24.24 mmol), 2-aminothiophene-3-carbonitrile (3.51 g, 28.24 mmol), and anhydrous THF (30.0 ml). Cool the mixture to 10° and then slowly add NaH (2.26 g, 56.47 mmol, 60% dispersion in mineral oil) while keeping the temperature less than 10°. Warm the mixture to ambient temperature after NaH addition is complete. Stir the mixture at ambient temperature for 24 hours and then pour it onto ice chips. Extract the aqueous with ethyl acetate and then wash (brine), dry (sodium sulfate), and reduce the organic to residue. Purify the residue on silica gel using hexanes/dichloromethane (35:65) to give 4.06 g (51%) of the title compound as a red solid: mass spectrum (ion spray): m/z=280.0 (M−1).

後処理

  1. temperatureCool the mixture to 10°
  2. customthe temperature less than 10°
  3. additionpour it onto ice chips
  4. extractionExtract the aqueous with ethyl acetate
  5. washwash (brine)
  6. dry with materialdry (sodium sulfate)
  7. customPurify the residue on silica gel

出典と根拠

ORDレコード
ord-f77bc77ed57b4ba6a85f9220e50896c2
出典データセット
uspto-grants-2008_06
特許番号
US07384934B2

関連ノート

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