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Hydrogen Bromide → HCID 66753136, 화합물

HRID 1642386
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HRID 1642386 반응식
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:14](=[O:15])[N:13]3[CH:16]=[CH:17][S:18][C:12]3=[N:11][C:10]=2[CH3:19])=[CH:5][CH:4]=1.Br>C(O)(=O)C>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:14](=[O:15])[N:13]3[CH:16]=[CH:17][S:18][C:12]3=[N:11][C:10]=2[CH3:19])=[CH:7][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 66752909HCID 66752909, 화합물

생성물 1

HCID 66753136HCID 66753136, 화합물수율 65.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Intermediate 9 (4.8 g, 17.726 mmol) was treated with HBr (35 ml) and acetic acid (35 ml) at room temperature and the reaction mixture was then heated to reflux overnight for 15.0 g. After completion of the reaction, the mixture was concentrated and basified with NaHCO3 and extracted with ethyl acetate. Combined organic layer was washed with water, brine, dried over anhydrous Na2SO4 purified using 5% CH3OH in chloroform to afford 3.0 g of the desired compound; 1H NMR (300 MHz, DMSO-d6) δ 2.17 (s, 3H), 6.76-6.79 (m, 2H), 7.05-7.08 (m, 2H), 7.48 (d, J=4.8 Hz, 1H), 7.96 (d, J=5.1 Hz, 1H), 9.47 (s, 1H); ESI-MS (m/z) 259.50 (M+H)+.

후처리

  1. temperaturethe reaction mixture was then heated
  2. temperatureto reflux overnight for 15.0 g
  3. customAfter completion of the reaction
  4. concentrationthe mixture was concentrated
  5. extractionextracted with ethyl acetate
  6. washCombined organic layer was washed with water, brine
  7. dry with materialdried over anhydrous Na2SO4
  8. custompurified

출처 및 근거

ORD 기록
ord-e20c2d74b3aa4b24ac45bf733827f8e0
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08119647B2

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