Potassium Carbonate → 6-(furan-3-yl)-5-methoxy-2-oxo-2-phenyl-1H-2-lambda*6*-benzo[d][1,2]thiazin-4-one

HRID 2177855ノート

反応式

HRID 2177855 の反応式
C(=O)([O-])[O-].[K+].[K+].[O:7]1[CH:11]=[CH:10][C:9]([C:12]2[C:13]([O:38][CH3:39])=[C:14]([C:19]([CH2:22][S:23]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)(=[N:25][C:26](=[O:31])C(F)(F)F)=[O:24])=[CH:20][CH:21]=2)C(OC)=O)=[CH:8]1>CO>[O:7]1[CH:11]=[CH:10][C:9]([C:12]2[CH:21]=[CH:20][C:19]3[CH2:22][S:23](=[O:24])([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)=[N:25][C:26](=[O:31])[C:14]=3[C:13]=2[O:38][CH3:39])=[CH:8]1

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 86677125methyl 3-(furan-3-yl)-2-methoxy-6-{[S-phenyl-N-(trifluoroacetyl)sulphonimidoyl]methyl)benzoate2 回

生成物 1

HCID 699150306-(furan-3-yl)-5-methoxy-2-oxo-2-phenyl-1H-2-lambda*6*-benzo[d][1,2]thiazin-4-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Potassium carbonate (1.38 g) was added to a stirred solution of methyl 3-(furan-3-yl)-2-methoxy-6-{[S-phenyl-N-(trifluoroacetyl)sulphonimidoyl]methyl)benzoate (Intermediate 215) in methanol (20 ml) and the resultant mixture was stirred at room temperature for 1 hour. The mixture was evaporated to dryness and ethyl acetate and water were added to the residue. The organic layer was separated, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 20-70%. The isolated product was triturated with diethyl ether and the solid was collected by filtration to give 6-(furan-3-yl)-5-methoxy-2-oxo-2-phenyl-1H-2-λ*6*-benzo[d][1,2]thiazin-4-one (0.23 g) as a white solid.

後処理

  1. customThe mixture was evaporated to dryness and ethyl acetate and water
  2. additionwere added to the residue
  3. customThe organic layer was separated
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customThe filtrate was evaporated to dryness
  7. customthe residue was purified by chromatography on silica
  8. washeluting with a mixture of ethyl acetate and cyclohexane with a gradient of 20-70%
  9. customThe isolated product was triturated with diethyl ether
  10. filtrationthe solid was collected by filtration

出典と根拠

ORDレコード
ord-5902efc012d945c19cdb321943b9810b
出典データセット
uspto-grants-2015_06
特許番号
US09067905B2

反応ノート

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