Phenacyl bromide → 4-Methoxyimino-5-methyl-6-(1-ethyl-5-phenacyloxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide

HRID 1458248

반응식

HRID 1458248 반응식
[CH3:1][O:2][N:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:15]([C:17]3[CH:18]=[N:19][N:20]([CH2:23][CH3:24])[C:21]=3[OH:22])=[O:16])[C:12]=2[CH3:14])[S:7](=[O:26])(=[O:25])[CH2:6][CH2:5]1.[CH2:27](Br)[C:28]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:29].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][O:2][N:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:15]([C:17]3[CH:18]=[N:19][N:20]([CH2:23][CH3:24])[C:21]=3[O:22][CH2:27][C:28]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[O:29])=[O:16])[C:12]=2[CH3:14])[S:7](=[O:25])(=[O:26])[CH2:6][CH2:5]1

참가 물질

5

반응물 3

HCID 6259Phenacyl bromideHCID 11430Potassium CarbonateHCID 178418231HCID 178418231, 화합물

생성물 1

HCID 867521704-Methoxyimino-5-methyl-6-(1-ethyl-5-phenacyloxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

0.4 Gram (1.1 mmol) of 4-methoxyimino-5-methyl-6-(1-ethyl-5-hydroxypyrazol-4- yl) carbonylthiochroman-1,1-dioxide, 0.23 g (1.2 mmol) of phenacyl bromide and 0.15 g of potassium carbonate were added to 10 ml of acetone, and the mixture was stirred under heat for 8 hours. Insolubles were removed by filtration, and then the acetone was distilled off. The remainder was dissolved in ethyl acetate, and the resultant solution was washed with a saturated sodium chloride aqueous solution and then dried over anhydrous sodium sulfate. The ethyl acetate was distilled off under reduced pressure, and the remainder was subjected to column chromatography (hexane/ethyl acetate) to give intended 4-methoxyimino -5-methyl-6-(1- ethyl -5-phenacyloxypyrazol-4-yl)carbonylthiochroman-1,1-dioxide (Compound 26) at a yield of 52%.

후처리

  1. temperatureunder heat for 8 hours
  2. customInsolubles were removed by filtration
  3. distillationthe acetone was distilled off
  4. dissolutionThe remainder was dissolved in ethyl acetate
  5. washthe resultant solution was washed with a saturated sodium chloride aqueous solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThe ethyl acetate was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-86a89c3eb23542509e57d7e507910d5b
출처 데이터셋
uspto-grants-1998_12
특허 번호
US05849926

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