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

HRID 2045934노트

반응식

HRID 2045934 반응식
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]

참가 물질

6

반응물 2

HCID 4378561Sodium methanethiolateHCID 46916455HCID 46916455, 화합물

생성물 1

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

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-037c51fdced44adb9cd238ccc16812b1
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592415B2

반응 노트

불러오는 중…