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Methyl iodide → 3-(Cyanomethyl)-N,N-dimethyl-1H-indole-5-ethanesulphonamide

HRID 982008
ノート
印刷プレビュー

反応式

HRID 982008 の反応式
IC.CN([CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:16][CH2:17][S:18]([N:21]([CH3:23])[CH3:22])(=[O:20])=[O:19])[CH:14]=2)[NH:9][CH:8]=1)C.[C-:24]#[N:25].[K+]>CS(C)=O>[C:24]([CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH2:16][CH2:17][S:18]([N:21]([CH3:22])[CH3:23])(=[O:19])=[O:20])[CH:14]=2)[NH:9][CH:8]=1)#[N:25]
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 6328Methyl iodideHCID 9032Potassium CyanideHCID 134757383-[(Dimethylamino)methyl]-N,N-dimethyl-1H-indole-5-ethanesulphonamide

生成物 1

HCID 134757623-(Cyanomethyl)-N,N-dimethyl-1H-indole-5-ethanesulphonamide収率 51.1%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

Iodomethane (1.1 ml) was added to a stirred solution of the product of Stage (iii) (2.7 g) in dry dimethylsulphoxide (30 ml) and the resulting solution stirred at room temperature for 10 min. Potassium cyanide (2.7 g) was added, and the resulting mixture stirred at room temperature overnight. The mixture was partitioned between sodium carbonate, (2N, 300 ml) and ethyl acetate (2×100 ml). The combined extracts were dried (Na2SO4) and evaporated in vacuo to give an oil which was purified by `flash` chromatography (J, 5 cm col.) to give the title compound as a solid (1.3 g) m.p. 105°-107°.

後処理

  1. stirringthe resulting mixture stirred at room temperature overnight
  2. customThe mixture was partitioned between sodium carbonate, (2N, 300 ml) and ethyl acetate (2×100 ml)
  3. dry with materialThe combined extracts were dried (Na2SO4)
  4. customevaporated in vacuo
  5. customto give an oil which
  6. customwas purified by `flash` chromatography (J, 5 cm col.)

出典と根拠

ORDレコード
ord-598ebf8a9aef4c69b36c622c62aff7eb
出典データセット
uspto-grants-1991_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04994483

反応ノート

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