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Phosphorus oxychloride → 4-Chloro-6-(5-trifluoromethyl-1,3,4-oxadiazol-2-yl)quinazoline

HRID 2306683
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HRID 2306683 반응식
[F:1][C:2]([F:20])([F:19])[C:3]1[O:7][C:6]([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[N:14]=[CH:13][NH:12][C:11]3=O)=[N:5][N:4]=1.P(Cl)(Cl)([Cl:23])=O>C(N(CC)CC)C>[Cl:23][C:11]1[C:10]2[C:15](=[CH:16][CH:17]=[C:8]([C:6]3[O:7][C:3]([C:2]([F:20])([F:19])[F:1])=[N:4][N:5]=3)[CH:9]=2)[N:14]=[CH:13][N:12]=1
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참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 1356707516-(5-Trifluoromethyl-1,3,4-oxadiazol-2-yl)quinazolin-4-one

생성물 1

HCID 226097564-Chloro-6-(5-trifluoromethyl-1,3,4-oxadiazol-2-yl)quinazoline

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

6-(5-Trifluoromethyl-1,3,4-oxadiazol-2-yl)quinazol in-4-one (0.79 g) was treated with phosphorus oxychloride (18 ml) and triethylamine (8 ml) at reflux under N2 for 2 hours. The mixture was concentrated in vacuo and the residue azeotroped with toluene. This was then taken up in ethyl acetate and washed with 5% sodium bicarbonate and saturated brine, dried over magnesium sulphate and concentrated in vacuo to give the title compound (0.76 g) as an orange solid; δH CDCl3 9.17(1H, s), 9.05 (1H, d), 8.69(1H, dd), 8.30(1H, d).

후처리

  1. temperatureat reflux under N2 for 2 hours
  2. concentrationThe mixture was concentrated in vacuo
  3. customthe residue azeotroped with toluene
  4. washwashed with 5% sodium bicarbonate and saturated brine
  5. dry with materialdried over magnesium sulphate
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-cfbb46c137fa4623aa2fe23b9b9271a5
출처 데이터셋
uspto-grants-2004_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06828320B2

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