Dimethyl Sulfate → HCID 22119918, 화합물

HRID 1274643

반응식

HRID 1274643 반응식
[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]

참가 물질

5

반응물 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

생성물 1

HCID 22119918HCID 22119918, 화합물수율 74.9%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-8477a90d3cd24a71922f71a08846ad91
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06156700

연결된 노트

불러오는 중…