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

HRID 385007ノート

反応式

HRID 385007 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[C:17]([Cl:21])[C:18]=1[O:19]C)[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].[Cl-].[Li+].Cl>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[C:17]([Cl:21])[C:18]=1[OH:19])[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]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 433294Lithium ChlorideHCID 68109358Benzo[d]thiazol-3(2H)-yl(3,5-dichloro-4-methoxyphenyl)methanone

生成物 1

HCID 513490553-(3,5-Dichloro-4-hydroxybenzoyl)-2,3-dihydro-1,3-benzothiazole収率 74.4%

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)-2,3-dihydro-1,3-benzothiazole (300 mg) was dissolved in N,N-dimethylformamide (6 mL), and lithium chloride (374 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 n-hexane-ethyl acetate to obtain the title compound (214 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 n-hexane-ethyl acetate

出典と根拠

ORDレコード
ord-c0bc362a1ed341eba88e101202748001
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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