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4-(Methylthio)aniline → (4-Methylthio-phenyl)-(2-methyl-quinazolin-4-yl)-amine

HRID 1668786
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HRID 1668786 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[N:3]=1.[CH3:13][S:14][C:15]1[CH:21]=[CH:20][C:18]([NH2:19])=[CH:17][CH:16]=1.C([O-])(=O)C.[Na+]>C(OCC)(=O)C>[CH3:13][S:14][C:15]1[CH:21]=[CH:20][C:18]([NH:19][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[N:5]=[C:4]([CH3:12])[N:3]=2)=[CH:17][CH:16]=1
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참가 물질

5

반응물 3

HCID 660384-(Methylthio)anilineHCID 517045Sodium AcetateHCID 27854214-Chloro-2-methylquinazoline

생성물 1

HCID 42625835(4-Methylthio-phenyl)-(2-methyl-quinazolin-4-yl)-amine수율 97.2%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

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온도
65 °C

실험 절차

A mixture of 4-chloro-2-methyl-quinazoline (178.6 mg, 1.0 mmol), 4-methylthio-aniline (139.2 mg, 1.0 mmol) and sodium acetate (98.4 mg, 1.20 mmol) in 4 mL of solvent (THF:water=1:1) was stirred at 60-70° C. for 3 h. The reaction mixture was diluted with 30 mL of ethyl acetate. It was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated. The crude product was rinsed with ethyl acetate and dried, yielding 273 mg of title compound (97.2%). 1H NMR (CDCl3): 7.86-7.82 (m, 2H), 7.79-7.73 (m, 3H)), 7.50-7.45 (m, 2H), 7.34-7.26 (m, 2H), 2.7 (s, 3H), 2.51 (s, 3H),

후처리

  1. washIt was washed with brine
  2. dry with materialdried over anhydrous Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. washThe crude product was rinsed with ethyl acetate
  6. customdried

출처 및 근거

ORD 기록
ord-73374adf082b44aa93faa7fcb64072eb
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07989462B2

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