Hydrochloric Acid → 4-Tert-butyl-2-[5-(2-carboxyphenylthiomethyl)benzofuran-2-yl]thiazole

HRID 487693노트

반응식

HRID 487693 반응식
[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19]Cl)=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[C:21]([OH:30])(=[O:29])[C:22]1[C:23](=[CH:25][CH:26]=[CH:27][CH:28]=1)[SH:24].C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O>[C:1]([C:5]1[N:6]=[C:7]([C:10]2[O:11][C:12]3[CH:18]=[CH:17][C:16]([CH2:19][S:24][C:23]4[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=4[C:21]([OH:30])=[O:29])=[CH:15][C:13]=3[CH:14]=2)[S:8][CH:9]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 54432-Mercaptobenzoic AcidHCID 11430Potassium CarbonateHCID 19603727HCID 19603727, 화합물

생성물 1

HCID 190927324-Tert-butyl-2-[5-(2-carboxyphenylthiomethyl)benzofuran-2-yl]thiazole수율 52%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-tert-butyl-2-(5-chloromethylbenzofuran-2-yl)thiazole (0.68 g) and thiosalicylic acid (0.72 g) in N,N-dimethylformamide (5 ml), potassium carbonate (0.78 g) was added dropwise at 100° C. After being stirred for one hour, the reaction mixture was cooled, poured into a mixture of ice and diluted aqueous hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with aqueous sodium hydrogen carbonate solution to remove thiosalicylic acid, dried over magnesium sulfate and concentrated under reduced pressure. The residue was crystallized with ethyl acetate and filtered to give 4-tert-butyl-2-[5-(2-carboxyphenylthiomethyl)benzofuran-2-yl]thiazole (0.49 g).

후처리

  1. temperaturethe reaction mixture was cooled
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with aqueous sodium hydrogen carbonate solution
  4. customto remove thiosalicylic acid
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was crystallized with ethyl acetate
  8. filtrationfiltered

출처 및 근거

ORD 기록
ord-118176139a054907a3b9490a2e21ca11
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05296495

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