Water → Isopropyl 3-(2-chloro-4-fluorophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)acetate

HRID 52413

反応式

HRID 52413 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:14](=[O:15])[NH:13][C:12](=[O:16])[N:11]([CH3:17])[C:10]1=[O:18].C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][C:27]([O:29][CH:30]([CH3:32])[CH3:31])=[O:28].O>CN(C)C=O.C(Cl)Cl.CCOCC>[CH:30]([O:29][C:27](=[O:28])[CH2:26][N:13]1[C:12](=[O:16])[N:11]([CH3:17])[C:10](=[O:18])[N:9]([C:3]2[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=2[Cl:1])[C:14]1=[O:15])([CH3:32])[CH3:31]

参加物

8

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 121593Isopropyl bromoacetateHCID 572686601-(2-chloro-4-fluorophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione

生成物 1

HCID 57141938Isopropyl 3-(2-chloro-4-fluorophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)acetate収率 92.4%

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 1-(2-chloro-4-fluorophenyl)-3-methyl-s-triazine-2,4,6(1H,3H,5H)-trione (40.9 g, 0.150 mol), potassium carbonate (31.1 g, 0.225 mol) and isopropyl bromoacetate (29.1 mL, 0.225 mol) in N,N-dimethylformamide is stirred at room temperature for 2 hours, poured into water and extracted with ethyl acetate. The organic extract is washed sequentially with water and brine, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain an oil. Flash column chromatography of the oil using silica gel and 0% to 10% ether in methylene chloride solutions gives the title product as a white solid (51.5 g, mp 127°-128° C.).

後処理

  1. extractionextracted with ethyl acetate
  2. extractionThe organic extract
  3. washis washed sequentially with water and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customto obtain an oil

出典と根拠

ORDレコード
ord-0b3c9a3163a9475799eb2d6d166e3f8e
出典データセット
uspto-grants-1997_04
特許番号
US05616706

関連ノート

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