Hydrochloric Acid → 3-(3,5-Dichloro-4-hydroxybenzoyl)-1-oxo-2,3-dihydro-1,3-benzothiazole

HRID 385009ノート

反応式

HRID 385009 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[C:18]([Cl:22])[C:19]=1[O:20]C)[C:5]([N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:9](=[O:16])[CH2:8]1)=[O:6].[Cl-].[Li+].Cl>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[C:18]([Cl:22])[C:19]=1[OH:20])[C:5]([N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:9](=[O:16])[CH2:8]1)=[O:6]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 433294Lithium ChlorideHCID 681083363-(3,5-Dichloro-4-methoxybenzoyl)-1-oxo-2,3-dihydro-1,3-benzothiazole

生成物 1

HCID 513490543-(3,5-Dichloro-4-hydroxybenzoyl)-1-oxo-2,3-dihydro-1,3-benzothiazole収率 68.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

3-(3,5-dichloro-4-methoxybenzoyl)-1-oxo-2,3-dihydro-1,3-benzothiazole (336 mg) was dissolved in N,N-dimethylformamide (6 mL) and lithium chloride (400 mg) was added to the solution, and then the mixture was stirred at 120° C. for 16 hours. To the reaction solution, 1N hydrochloric acid was added, and then the reaction mixture was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was crystallized from ethyl acetate-methanol to obtain the title compound (220 mg) as a brown crystal.

後処理

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with 1N hydrochloric acid and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe obtained residue was crystallized from ethyl acetate-methanol

出典と根拠

ORDレコード
ord-35c30e470233476f9d37fbd68f9aaa0f
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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