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

HRID 385007노트

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HRID 385007 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c0bc362a1ed341eba88e101202748001
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367843B2

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