Sodium methanethiolate → 2-(methylthio)-N-(3-(quinoxalin-2-yl)phenyl)acetamide

HRID 2045934ノート

反応式

HRID 2045934 の反応式
Br[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]2[CH:21]=[N:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]=2)[CH:7]=1)=[O:4].[CH3:22][S-:23].[Na+]>C(O)C.O.C(OCC)(=O)C>[CH3:22][S:23][CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]2[CH:21]=[N:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]=2)[CH:7]=1)=[O:4]

参加物

6

反応物 2

HCID 4378561Sodium methanethiolateHCID 46916455HCID 46916455、化合物

生成物 1

HCID 469164562-(methylthio)-N-(3-(quinoxalin-2-yl)phenyl)acetamide収率 75%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A slurry of 2-bromo-N-(3-(quinoxalin-2-yl)phenyl)acetamide (207 mg, 0.605 mmol) and sodium thiomethoxide (127 mg, 1.82 mmol) in ethanol (10 mL) was stirred at room temperature for 18 hrs. The reaction mixture was diluted with water (10 mL) and ethyl acetate (50 mL), the organic phase was separated, dried over sodium sulphate and evaporated in vacuo to afford 2-(methylthio)-N-(3-(quinoxalin-2-yl)phenyl)acetamide (140 mg, 75% yield). LCMS calculated for C17H15N3OS (M+H): 310.39. found 310. 1H-NMR (DMSO-d6, 400 Mhz) δH: 10.30 (1H, br.), 9.53 (1H, s), 8.53 (1H, m), 8.12-8.18 (2H, m), 8.05-8.08 (1H, m), 7.84-7.95 (3H, m), 7.55-7.60 (1H, m), 3.35 (2H, s), 2.22 (3H, s).

後処理

  1. customthe organic phase was separated
  2. dry with materialdried over sodium sulphate
  3. customevaporated in vacuo

出典と根拠

ORDレコード
ord-037c51fdced44adb9cd238ccc16812b1
出典データセット
uspto-grants-2013_11
特許番号
US08592415B2

反応ノート

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