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Methyl isothiocyanate → 1-methyl-3-(3-quinoxalin-2-ylphenyl)thiourea

HRID 2045921
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HRID 2045921 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[C:11]1[CH:12]=[C:13]([NH2:17])[CH:14]=[CH:15][CH:16]=1.[CH3:18][N:19]=[C:20]=[S:21]>C1(C)C=CC=CC=1>[CH3:18][NH:19][C:20]([NH:17][C:13]1[CH:14]=[CH:15][CH:16]=[C:11]([C:2]2[CH:3]=[N:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:1]=2)[CH:12]=1)=[S:21]
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참가 물질

4

반응물 2

HCID 11167Methyl isothiocyanateHCID 8072643-(2-Quinoxalinyl)aniline

생성물 1

HCID 14854161-methyl-3-(3-quinoxalin-2-ylphenyl)thiourea수율 68%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of (3-quinoxalin-2-ylphenyl)amine (2.21 g, 10 mmol) in hot toluene (80 mL), methyl isothiocyanate (0.73 g, 10 mmol) was added and the reaction mixture was heated overnight at reflux. The mixture was cooled to room temperature, the resulting precipitate was filtered to afford 1-methyl-3-[3-(quinoxalin-2-yl)phenyl]thiourea (2.0 g, 68% yield). LCMS calculated for C16H14N4S (M+H): 295.38. found 295. 1H-NMR (DMSO-d6, 250 Mhz) δH: 9.85 (1H, br. s), 9.55 (1H, s), 8.40-8.30 (1H, m), 8.20-8.00 (3H, m), 7.98-7.80 (3H, m), 7.70-7.60 (1H, m), 7.60-7.45 (1H, m).

후처리

  1. temperaturethe reaction mixture was heated overnight
  2. temperatureat reflux
  3. filtrationthe resulting precipitate was filtered

출처 및 근거

ORD 기록
ord-1f41f6936baa45a491cc3b5d621d3670
출처 데이터셋
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08592415B2

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