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Acetic Acid → C,C,C-Trifluoro-N-[3-(6-hydroxy-2-methyl-4-oxo-4H-chromen-3-yl-methyl)phenyl]methanesulfonamide

HRID 1684631
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HRID 1684631 반응식
[F:1][C:2]([F:29])([F:28])[S:3]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][C:14]2[C:23](=[O:24])[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([O:25]C)[CH:21]=3)[O:16][C:15]=2[CH3:27])[CH:8]=1)(=[O:5])=[O:4].Br.C(O)(=O)C.O>ClCCl.CO>[F:28][C:2]([F:1])([F:29])[S:3]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][C:14]2[C:23](=[O:24])[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([OH:25])[CH:21]=3)[O:16][C:15]=2[CH3:27])[CH:8]=1)(=[O:4])=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 962WaterHCID 19039929C,C,C-Trifluoro-N-[3-(6-methoxy-2-methyl-4-oxo-4H-chromen-3-ylmethyl)phenyl]methanesulfonamide

생성물 1

HCID 19039977C,C,C-Trifluoro-N-[3-(6-hydroxy-2-methyl-4-oxo-4H-chromen-3-yl-methyl)phenyl]methanesulfonamide수율 93.1%

시약·촉매·용매 2

HCID 887
Methanol
용매
HCID 6344Dichloromethane용매

실험 절차

A mixture of 2.1 g (4.91 mmole) of the product from Example 125, 25 mL 48% hydrobromic acid and 25 mL glacial acetic acid was refluxed for 18 hours. The mixture was poured into a stirred slurry of ice and water and stirred for 1 hour. The mixture was filtered, and the filtrant washed with water and dried to give a solid. Flash chromatography on silica gel eluting with 5% methanol in dichloromethane afforded 1.89 g (93%) the title product as a solid, mp 232°-234° C.

후처리

  1. temperaturewas refluxed for 18 hours
  2. filtrationThe mixture was filtered
  3. washthe filtrant washed with water
  4. customdried
  5. customto give a solid

출처 및 근거

ORD 기록
ord-23abeb9f3b6840198ddb7e345fdeeb6c
출처 데이터셋
uspto-grants-1997_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05641789

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