Water → 3-(4-(methylsulfonamido)phenyl)-4-oxo-4H-chromen-7-yl trifluoromethanesulfonate

HRID 1188259노트

반응식

HRID 1188259 반응식
[F:1][C:2]([F:26])([F:25])[S:3]([O:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11](=[O:24])[C:12]([C:17]3[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=3)=[CH:13][O:14]2)=[CH:9][CH:8]=1)(=[O:5])=[O:4].[CH3:27][S:28](Cl)(=[O:30])=[O:29].O>N1C=CC=CC=1>[F:26][C:2]([F:1])([F:25])[S:3]([O:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11](=[O:24])[C:12]([C:17]3[CH:22]=[CH:21][C:20]([NH:23][S:28]([CH3:27])(=[O:30])=[O:29])=[CH:19][CH:18]=3)=[CH:13][O:14]2)=[CH:9][CH:8]=1)(=[O:5])=[O:4]

참가 물질

5

반응물 3

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 866950533-(4-aminophenyl)-4-oxo-4H-chromen-7-yl trifluoromethanesulfonate

생성물 1

HCID 866950543-(4-(methylsulfonamido)phenyl)-4-oxo-4H-chromen-7-yl trifluoromethanesulfonate수율 75.5%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a suspension of 3-(4-aminophenyl)-4-oxo-4H-chromen-7-yl trifluoromethanesulfonate (2.2 g, 7.12 mmol) in pyridine (10 mL) at 0° C. was added methanesulfonyl chloride (1.1 mL, 14.24 mmol) over 5 minutes, and then warmed up to room temperature under stirring conditions. After 2 hours the reaction was complete, and water was added in portions under vigorous stirring. The organic phase was then separated and concentrated and the resulting solids were filtered and dried under high vacuum. The solids were heated in acetonitrile, stirred until room temperature was achieved, then filtered off to give 3-(4-(methylsulfonamido)phenyl)-4-oxo-4H-chromen-7-yl trifluoromethanesulfonate (2.49 g). 1H NMR (DMSO, 400 MHz) δ 9.87 (s, 1H); 8.60 (s, 1H); 8.31 (d, J=8.0 Hz, 1H); 8.09 (s, 1H); 7.65 (d, J=8.0 Hz, 1H); 7.57 (d, J=8.4 Hz, 2H); 7.27 (d, J=8.4 Hz, 2H); 3.01 (s, 3 H).

후처리

  1. customThe organic phase was then separated
  2. concentrationconcentrated
  3. filtrationthe resulting solids were filtered
  4. customdried under high vacuum
  5. temperatureThe solids were heated in acetonitrile
  6. filtrationfiltered off

출처 및 근거

ORD 기록
ord-75a08bd057c14a8cbbb22db506baacef
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08673966B2

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