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Stannous Chloride → N4-(3-ethynylphenyl)quinazoline-4,7-diamine

HRID 1968635
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HRID 1968635 반응식
[C:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([N+:20]([O-])=O)=[CH:17][CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1)#[CH:2].Cl[Sn]Cl>C(OCC)(=O)C>[C:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][C:16]([NH2:20])=[CH:17][CH:18]=3)[N:13]=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1)#[CH:2]
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참가 물질

4

반응물 2

HCID 24479Stannous ChlorideHCID 16045519N-(3-ethynylphenyl)-7-nitroquinazolin-4-amine

생성물 1

HCID 16045588N4-(3-ethynylphenyl)quinazoline-4,7-diamine수율 89.2%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A mixture of N-(3-ethynylphenyl)-7-nitroquinazolin-4-amine (2.0 g, 6.89 mmol), SnCl2 (5.0 g, 26.37 mmol), and ethyl acetate (50 mL) was refluxed for 3 h, and then subeject to extraction with ethyl acetate (20 mL) twice. The combined organic layers were washed with brine (20 mL) twice, dried over Na2SO4, and concentrated in vacuo to afford 1.6 g (86%) of N4-(3-ethynylphenyl)quinazoline-4,7-diamine as a yellow solid.

후처리

  1. temperaturewas refluxed for 3 h
  2. extractionsubeject to extraction with ethyl acetate (20 mL) twice
  3. washThe combined organic layers were washed with brine (20 mL) twice
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-75e5544aff7944c19a83dc1633a1bd0e
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08426430B2

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