Phosgene → 3-Benzyloxy-5,6,7,8-tetrafluoro-1H-quinazoline-2,4-dione

HRID 2270244노트

반응식

HRID 2270244 반응식
[NH2:1][C:2]1[C:18]([F:19])=[C:17]([F:20])[C:16]([F:21])=[C:15]([F:22])[C:3]=1[C:4]([NH:6][O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:5].[C:23](Cl)(Cl)=[O:24]>O1CCOCC1.C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH2:8]([O:7][N:6]1[C:4](=[O:5])[C:3]2[C:2](=[C:18]([F:19])[C:17]([F:20])=[C:16]([F:21])[C:15]=2[F:22])[NH:1][C:23]1=[O:24])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

참가 물질

6

반응물 2

HCID 6371PhosgeneHCID 226328792-Amino-N-benzyloxy-3,4,5,6-tetrafluoro-benzamide

생성물 1

HCID 226328803-Benzyloxy-5,6,7,8-tetrafluoro-1H-quinazoline-2,4-dione수율 51%

시약·촉매·용매 3

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

반응 조건

온도
80 °C

실험 절차

A solution of 2-amino-N-benzyloxy-3,4,5,6-tetrafluoro-benzamide (Example V-3, 1.72 g, 5.47 mmol) in 1,4-dioxane (50 mL) was reacted with a 20% solution of phosgene (4.25 mL, 8.00 mmol) in toluene and heated to 80° C. in a sealed tube for 18 hours. The mixture was then cooled, diluted with ethyl acetate, and washed with saturated aqueous NaHCO3. The organic layer was dried with magnesium sulfate and concentrated. The residue was triturated with diethyl ether and filtered to provide 0.95 g of the title compound as a solid.

후처리

  1. temperatureThe mixture was then cooled
  2. washwashed with saturated aqueous NaHCO3
  3. dry with materialThe organic layer was dried with magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was triturated with diethyl ether
  6. filtrationfiltered

출처 및 근거

ORD 기록
ord-05129559f87342548745dad6af4887b2
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06331538B1

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