1-Methylimidazole → 3-{2-Chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoyl}amino-2-oxazolidinone

HRID 846018ノート

反応式

HRID 846018 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]2[N:17]=[C:16]([O:18][CH3:19])[CH:15]=[C:14]([O:20][CH3:21])[N:13]=2)[C:3]=1[C:4]([OH:6])=O.S(O)(O)(=O)=O.[NH2:27][N:28]1[CH2:32][CH2:31][O:30][C:29]1=[O:33].C(C1C=C(C(C)C)C=C(C(C)C)C=1S(Cl)(=O)=O)(C)C.CN1C=CN=C1>CN(C)C=O.O.C(N(CC)CC)C>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]2[N:17]=[C:16]([O:18][CH3:19])[CH:15]=[C:14]([O:20][CH3:21])[N:13]=2)[C:3]=1[C:4]([NH:27][N:28]1[CH2:32][CH2:31][O:30][C:29]1=[O:33])=[O:6]

参加物

8

反応物 4

HCID 13901-MethylimidazoleHCID 810422,4,6-Tris(1-methylethyl)benzenesulfonyl chlorideHCID 12228384N-amino-1,3-oxazolidin-2-one sulphateHCID 156119442-Chloro-6-((4,6-dimethoxypyrimidin-2-yl)oxy)benzoic acid

生成物 1

HCID 198844333-{2-Chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoyl}amino-2-oxazolidinone

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8471Triethylamine溶媒

実験手順

1.24 Grams of 2-chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoic acid was dissolved in 20 ml of N,N-dimethylformamide. To the solution were added 1.20 g of 3-amino-2-oxazolidinone sulfate, 0.67 g of triethylamine, 1.82 g of 2,4,6-triisopropylbenzenesulfonyl chloride and 0.98 g of 1-methylimidazole. The resulting solution was stirred at room temperature for 3 hours. The reaction solution was poured into water and extracted with ethyl acetate. The organic layer separated therefrom was washed with water and dried over anhydrous magnesium sulfate. The solvent was removed from the dried layer under reduced pressure to obtain a residue. Purifying the residue with thin layer chromatography (silica gel, chloroform/methanol: 9/1 by volume) gave 0.2 g of 3-{2-chloro-6-(4,6-dimethoxypyrimidin-2-yl)oxybenzoyl}amino-2-oxazolidinone (present compound (172)).

後処理

  1. extractionextracted with ethyl acetate
  2. customThe organic layer separated
  3. washtherefrom was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed from the dried layer under reduced pressure
  6. customto obtain a residue
  7. customPurifying the residue with thin layer chromatography (silica gel, chloroform/methanol: 9/1 by volume)

出典と根拠

ORDレコード
ord-07a37fbf9f714142ae2458cbbf31f6ff
出典データセット
uspto-grants-1992_08
特許番号
US05135563

反応ノート

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