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HCID 22484945, 화합물 → HCID 14912438, 화합물

HRID 2181010
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HRID 2181010 반응식
C([NH:5][S:6](/[CH:9]=[CH:10]/[C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1)(=[O:8])=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[N:14]1[CH:13]=[CH:12][C:11](/[CH:10]=[CH:9]/[S:6]([NH2:5])(=[O:7])=[O:8])=[CH:16][CH:15]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 22484945HCID 22484945, 화합물

생성물 1

HCID 14912438HCID 14912438, 화합물수율 80.3%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

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온도
50 °C

실험 절차

(E)-N-tert-Butyl-2-(4-pyridyl)ethenesulfonamide (3.8 g) was dissolved in trifluoroacetic acid (38 ml) and the mixture was stirred in an oil bath at 50° C. for 4 hr. The reaction mixture was concentrated to dryness under reduced pressure. The residue was dissolved in trifluoroacetic acid (19 ml) and stirred in an oil bath at 50° C. for 45 min. The reaction mixture was concentrated to dryness under reduced pressure and the residue was partitioned between chloroform:methanol(9:1) and a saturated aqueous solution of sodium hydrogen carbonate. The aqueous layer was extracted twice with chloroform:methanol(9:1) and once with ethyl acetate. The aqueous layer was saturated with sodium chloride and extracted 4 times with ethyl acetate. All extracts with ethyl acetate were combined, dried over magnesium sulfate, and concentrated to dryness under reduced pressure. The residue was powdered from diethyl ether to give (E)-2-(4-pyridyl)ethene-sulfonamide(2.34 g) as a pale-brown powder.

후처리

  1. concentrationThe reaction mixture was concentrated to dryness under reduced pressure
  2. dissolutionThe residue was dissolved in trifluoroacetic acid (19 ml)
  3. stirringstirred in an oil bath at 50° C. for 45 min
  4. concentrationThe reaction mixture was concentrated to dryness under reduced pressure
  5. customthe residue was partitioned between chloroform:methanol(9:1)
  6. extractionThe aqueous layer was extracted twice with chloroform:methanol(9:1) and once with ethyl acetate
  7. extractionextracted 4 times with ethyl acetate
  8. dry with materialdried over magnesium sulfate
  9. concentrationconcentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-a132e1f1498d416db223d586e5ecd105
출처 데이터셋
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06890934B2

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