Thionyl Chloride → HCID 14306444、化合物

HRID 1904938

反応式

HRID 1904938 の反応式
[CH2:1]([O:3][C:4]([C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=O)=[CH:8][CH:7]=1)=[O:5])[CH3:2].S(Cl)(Cl)=O.[CH2:19]([O:21][C:22]([C:24]1[C:29](=[O:30])[N:28]2[CH:31]=[CH:32][CH:33]=[C:34]([SH:35])[C:27]2=[N:26][CH:25]=1)=[O:23])[CH3:20]>CN(C=O)C.C1C=CC=CC=1>[CH2:19]([O:21][C:22]([C:24]1[C:29](=[O:30])[N:28]2[CH:31]=[CH:32][CH:33]=[C:34]([S:35][C:10](=[O:12])[C:9]3[CH:8]=[CH:7][C:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])=[CH:14][CH:13]=3)[C:27]2=[N:26][CH:25]=1)=[O:23])[CH3:20]

参加物

6

反応物 3

HCID 24386Thionyl ChlorideHCID 164720Monoethyl terephthalateHCID 143064713-ethoxycarbonyl-9-mercapto-4H-pyrido[1,2-a]pyrimidin-4-one

生成物 1

HCID 14306444HCID 14306444、化合物収率 105.5%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 241Benzene溶媒

実験手順

To a mixture of 1.47 g (2.4 mmol) of 4-ethoxycarbonylbenzoic acid, 3 drops of DMF and 10 ml of benzene is added 0.52 g (4.4 mmol) of thionyl chloride, and the resultant mixture is refluxed for 3 hours under stirring and concentrated in vacuo to dryness. The residue is dissolved in acetone and mixed with 1.4 g of solid potassium carbonate and then 0.5 g (2 mmol) of 3ethoxycarbonyl-9-mercapto-4H-pyrido[1,2-a]pyrimidin-4-one II-1, and the resultant mixture is vigorously stirred at room temperature for 20 minutes. The reaction mixture is concentrated in vacuo to dryness, and the residue is distributed in chloroformwater. The organic layer is dried over sodium sulfate and concentrated in vacuo. The residue is chromatographed on a column of silica gel, which is eluted with ethyl acetate to give 0.9 g of the titled compound Ie-56.

後処理

  1. concentrationconcentrated in vacuo to dryness
  2. dissolutionThe residue is dissolved in acetone
  3. additionmixed with 1.4 g of solid potassium carbonate
  4. concentrationThe reaction mixture is concentrated in vacuo to dryness
  5. dry with materialThe organic layer is dried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe residue is chromatographed on a column of silica gel, which
  8. washis eluted with ethyl acetate

出典と根拠

ORDレコード
ord-f6fbb70c6e3c49548a244d6c0192a6d7
出典データセット
uspto-grants-1989_06
特許番号
US04840953

関連ノート

読み込み中…