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Trifluoroacetic acid → 2-amino-N-(4-p-tolylthiazol-2-yl)thiazole-5-carboxamide

HRID 1188137
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HRID 1188137 반응식
C(O)(C(F)(F)F)=O.[C:8]1([CH3:35])[CH:13]=[CH:12][C:11]([C:14]2[N:15]=[C:16]([NH:19][C:20]([C:22]3[S:26][C:25]([NH:27]C(=O)OC(C)(C)C)=[N:24][CH:23]=3)=[O:21])[S:17][CH:18]=2)=[CH:10][CH:9]=1>C(Cl)(Cl)Cl>[NH2:27][C:25]1[S:26][C:22]([C:20]([NH:19][C:16]2[S:17][CH:18]=[C:14]([C:11]3[CH:12]=[CH:13][C:8]([CH3:35])=[CH:9][CH:10]=3)[N:15]=2)=[O:21])=[CH:23][N:24]=1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 86643475Tert-butyl 5-(4-p-tolylthiazol-2-ylcarbamoyl)thiazol-2-ylcarbamate

생성물 1

HCID 594087592-amino-N-(4-p-tolylthiazol-2-yl)thiazole-5-carboxamide수율 67%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

TFA (0.100 mL) was added to a solution of tert-butyl 5-(4-p-tolylthiazol-2-ylcarbamoyl)thiazol-2-ylcarbamate (80 mg, 0.19 mmol) in CHCl3 (1 mL). The resulting solution was stirred at RT overnight. Then the solvents were evaporated and the crude product was dissolved in H2O. After neutralization with NaHCO3 saturated aqueous solution, it was extracted with AcOEt, dried and concentrated. Purification by column chromatography (100% AcOEt) yielded 2-amino-N-(4-p-tolylthiazol-2-yl)thiazole-5-carboxamide (40 mg, 67%) as a white solid.

후처리

  1. customThen the solvents were evaporated
  2. dissolutionthe crude product was dissolved in H2O
  3. extractionAfter neutralization with NaHCO3 saturated aqueous solution, it was extracted with AcOEt
  4. customdried
  5. concentrationconcentrated
  6. customPurification by column chromatography (100% AcOEt)

출처 및 근거

ORD 기록
ord-25607bf9fc20440aa32123cae8a9dd31
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08673940B2

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