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2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 2-(6-Methoxypyridin-3-yl)-1,3-benzoxazol-6-ol

HRID 2241822
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HRID 2241822 반응식
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([CH:9]=[N:10][C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:12]=2[OH:18])=[CH:5][CH:4]=1.C(C1C(=O)C(Cl)=C(Cl)C(=O)C=1C#N)#N>C(Cl)Cl>[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[O:18][C:12]3[CH:13]=[C:14]([OH:17])[CH:15]=[CH:16][C:11]=3[N:10]=2)=[CH:5][CH:4]=1
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참가 물질

4

반응물 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 592038424-([(6-Methoxypyridin-3-yl)methylene]amino}benzene-1,3-diol

생성물 1

HCID 247808042-(6-Methoxypyridin-3-yl)-1,3-benzoxazol-6-ol

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-{[(6-methoxypyridin-3-yl)methylene]amino}benzene-1,3-diol was dissolved in CH2Cl2 (30 mL) and DDQ was added. The reaction mixture was stirred over night at r.t., SiO2 was added and the solvents were removed under reduced pressure. The crude product was purified by flash column chromatography to give the title compound (189.1 mg). 1H NMR δ ppm 9.88 (s, 1H) 8.90 (dd, 1H) 8.35 (dd, 1H) 7.56 (d, 1H) 7.09 (d, 1H) 6.85 (dd, 1H) 3.95 (s, 3H); MS m/z 243 (M+H).

후처리

  1. additionSiO2 was added
  2. customthe solvents were removed under reduced pressure
  3. customThe crude product was purified by flash column chromatography

출처 및 근거

ORD 기록
ord-9e490c376a294c6b9abad52ed81ec33c
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07670591B2

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