m-Chloroperbenzoic acid → 3-(3,5-Dichloro-4-methoxybenzoyl)-1-oxo-2,3-dihydro-1,3-benzothiazole

HRID 385008ノート

反応式

HRID 385008 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[C:17]([Cl:21])[C:18]=1[O:19][CH3:20])[C:5]([N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:9][CH2:8]1)=[O:6].ClC1C=CC=C(C(OO)=[O:30])C=1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[C:17]([Cl:21])[C:18]=1[O:19][CH3:20])[C:5]([N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:9](=[O:30])[CH2:8]1)=[O:6]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 68109358Benzo[d]thiazol-3(2H)-yl(3,5-dichloro-4-methoxyphenyl)methanone

生成物 1

HCID 681083363-(3,5-Dichloro-4-methoxybenzoyl)-1-oxo-2,3-dihydro-1,3-benzothiazole収率 64.2%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
0 °C

実験手順

3-(3,5-dichloro-4-methoxybenzoyl)-2,3-dihydro-1,3-benzothiazole (500 mg) was dissolved in chloroform (10 mL), and 70% metachloroperbenzoic acid (320 mg) was added to the solution, and the mixture was stirred at 0° C. for 10 minutes. The solvent was distilled off under reduced pressure and water was added, and then the mixture was extracted with ethyl acetate. The organic layer was washed with 1N sodium hydroxide and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to obtain the title compound (336 mg) as a colorless crystal.

後処理

  1. distillationThe solvent was distilled off under reduced pressure and water
  2. additionwas added
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with 1N sodium hydroxide and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. customthe obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-2e437cf7552243edb82282d402d56e02
出典データセット
uspto-grants-2013_02
特許番号
US08367843B2

反応ノート

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