Dimethyl Sulfate → HCID 22119918、化合物

HRID 1274643

反応式

HRID 1274643 の反応式
[CH3:1][N:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5](=[O:12])[N:4]([C:13]2[CH:14]=[CH:15][C:16]3[S:20][N:19]=[C:18]([C:21]([NH:23][S:24]([CH3:27])(=[O:26])=[O:25])=[O:22])[C:17]=3[CH:28]=2)[C:3]1=[O:29].S(OC)(O[CH3:34])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][N:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5](=[O:12])[N:4]([C:13]2[CH:14]=[CH:15][C:16]3[S:20][N:19]=[C:18]([C:21]([N:23]([CH3:34])[S:24]([CH3:27])(=[O:26])=[O:25])=[O:22])[C:17]=3[CH:28]=2)[C:3]1=[O:29]

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 221199975-[3,6-Dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-N-(methylsulfonyl)-1,2-benzisothiazole-3-carboxamide

生成物 1

HCID 22119918HCID 22119918、化合物収率 74.9%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a solution of 5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-N-(methylsulfonyl)-1,2-benzisothiazole-3-carboxamide (0.300 g, 0.000670 mol) in acetone is added dimethyl sulfate (0.180 g, 0.00140 mol) followed by potassium carbonate (0.250 g, 0.00180 mol). The resultant mixture is stirred one hour at reflux and concentrated in vacuo. The residue is partitioned between methylene chloride and water. The organic layer is saved and the aqueous layer is extracted with methylene chloride. The combined organic layers are washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The residue is chromatographed on silica gel with ethyl acetate:hexanes to give the title compound as a white solid (0.232 g, 74.9%, mp 120-122° C.).

後処理

  1. temperatureat reflux
  2. concentrationconcentrated in vacuo
  3. customThe residue is partitioned between methylene chloride and water
  4. extractionthe aqueous layer is extracted with methylene chloride
  5. washThe combined organic layers are washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe residue is chromatographed on silica gel with ethyl acetate

出典と根拠

ORDレコード
ord-8477a90d3cd24a71922f71a08846ad91
出典データセット
uspto-grants-2000_12
特許番号
US06156700

関連ノート

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