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Iodoethane → HCID 87546601、化合物

HRID 1435691
ノート
印刷プレビュー

反応式

HRID 1435691 の反応式
[H-].[Na+].[Cl:3][C:4]1[C:5]([CH3:22])=[C:6]([S:10]([NH:13][C:14]2[S:15][CH:16]=[C:17]([CH2:19][CH2:20][OH:21])[N:18]=2)(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1.[CH2:23](I)[CH3:24]>O1CCCC1>[Cl:3][C:4]1[C:5]([CH3:22])=[C:6]([S:10]([NH:13][C:14]2[S:15][CH:16]=[C:17]([CH2:19][CH2:20][O:21][CH2:23][CH3:24])[N:18]=2)(=[O:11])=[O:12])[CH:7]=[CH:8][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 87545745HCID 87545745、化合物

生成物 1

HCID 87546601HCID 87546601、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Sodium hydride (95% dry, 80 mg, 3.23 mmol) was added to a stirred solution of EXAMPLE 181A (426 mg, 1.28 mmol) in tetrahydrofuran (10 mL) at room temperature. After stirring for 15 min, the mixture was treated with ethyl iodide (400 mg, 2.56 mmol). The reaction mixture was stirred for 2 h at 55° C. and then quenched with aqueous HCl (1 M, 1 mL) and water was added. The product was extracted with DCM and dried (Sodium sulfate). Evaporation of the solvent gave a residue which was purified by flash chromatography on silica gel eluting with 10% acetone in DCM giving an oil (0.25 g, 54%) which solidified on standing: MS (Ionspray, [M+H]+) m/z 360; Anal. Calcd. (found) for C14H17ClN2O3S2: C, 46.6 (46.5)%; H, 4.7 (4.6)%; N, 7.8 (7.8)%.

後処理

  1. stirringThe reaction mixture was stirred for 2 h at 55° C.
  2. customquenched with aqueous HCl (1 M, 1 mL) and water
  3. additionwas added
  4. extractionThe product was extracted with DCM
  5. dry with materialdried (Sodium sulfate)
  6. customEvaporation of the solvent
  7. customgave a residue which
  8. customwas purified by flash chromatography on silica gel eluting with 10% acetone in DCM giving an oil (0.25 g, 54%) which

出典と根拠

ORDレコード
ord-71100907b9134f029d244bff2f8d63d0
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07618961B2

反応ノート

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