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Hydrochloric Acid → HCID 68108353, 화합물

HRID 385028
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HRID 385028 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[C:17]([C:21]#[N:22])[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]([C:21]#[N:22])[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]
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5

반응물 3

HCID 313Hydrochloric AcidHCID 433294Lithium ChlorideHCID 681080913-(3-Chloro-5-cyano-4-methoxybenzoyl)-2,3-dihydro-1,3-benzothiazole

생성물 1

HCID 68108353HCID 68108353, 화합물수율 33.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

3-(3-chloro-5-cyano-4-methoxybenzoyl)-2,3-dihydro-1,3-benzothiazole (213 mg) was dissolved in N,N-dimethylformamide (2 mL), and lithium chloride (111 mg) was added to the solution, and then the mixture was stiffed at 100° C. for 2 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 purified by silica gel column chromatography (ethyl acetate:methanol=10:1), and then crystallized from n-hexane-chloroform to obtain the title compound (68 mg) as a pale yellow 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 purified by silica gel column chromatography (ethyl acetate:methanol=10:1)
  6. customcrystallized from n-hexane-chloroform

출처 및 근거

ORD 기록
ord-0e563d028bec44f8ba754077fcaa184e
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08367843B2

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