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Hydrochloric Acid → 4-(Methylthio)-7-(trifluoromethanesulphonyloxy)quinazoline

HRID 2233264
ノート
印刷プレビュー

反応式

HRID 2233264 の反応式
FC(F)(F)S([O:6][S:7]([C:10]([F:13])([F:12])[F:11])(=[O:9])=[O:8])(=O)=O.N1C=CC=C[CH:17]=1.C(O[C:30]1[CH:39]=[C:38]2[C:33]([C:34](=[S:40])[NH:35][CH:36]=[N:37]2)=[CH:32][CH:31]=1)C1C=CC=CC=1.Cl>C(Cl)Cl>[CH3:17][S:40][C:34]1[C:33]2[C:38](=[CH:39][C:30]([O:6][S:7]([C:10]([F:11])([F:12])[F:13])(=[O:8])=[O:9])=[CH:31][CH:32]=2)[N:37]=[CH:36][N:35]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 67749Trifluoromethanesulfonic anhydrideHCID 178527906HCID 178527906、化合物

生成物 1

HCID 857840454-(Methylthio)-7-(trifluoromethanesulphonyloxy)quinazoline収率 50%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

Trifluoromethane sulfonic anhydride (0.96 ml, 5.73 mmol) and pyridine (0.46 ml, 5.73 mmol) were added to a solution of 7-benzyloxy-3,4-dihydroquinazolin-4-thione (1.0 g, 5.21 mmol) in methylene chloride (20 ml) at 0° C. for 1.5 hour. Hydrochloric acid (0.5 N) was then added to the mixture which was extracted with ethyl acetate. The organic phase was washed brine, dried over magnesium sulphate and the solvents were removed in vacuo. Purification by flash chromatography on silica gel, eluting with isohexane/ethyl acetate (1:4) yielded 4-(methylthio)-7-(trifluoromethanesulphonyloxy)quinazoline (800 mg, 50% yield):

後処理

  1. extractionwas extracted with ethyl acetate
  2. washThe organic phase was washed brine
  3. dry with materialdried over magnesium sulphate
  4. customthe solvents were removed in vacuo
  5. customPurification by flash chromatography on silica gel
  6. washeluting with isohexane/ethyl acetate (1:4)

出典と根拠

ORDレコード
ord-66923f15a4fb433f90bfbae4df5881d3
出典データセット
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07709479B1

反応ノート

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