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Sulfuryl chloride → 8-(2-Chloro-5-methoxy-3,6-dimethyl-phenyl)-quinoxaline-5-carboxylic acid

HRID 2391844
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HRID 2391844 반응식
S(Cl)([Cl:4])(=O)=O.[CH3:6][O:7][C:8]1[C:9]([CH3:28])=[C:10]([C:15]2[C:24]3[N:23]=[CH:22][CH:21]=[N:20][C:19]=3[C:18]([C:25]([OH:27])=[O:26])=[CH:17][CH:16]=2)[CH:11]=[C:12]([CH3:14])[CH:13]=1>CC#N>[Cl:4][C:11]1[C:12]([CH3:14])=[CH:13][C:8]([O:7][CH3:6])=[C:9]([CH3:28])[C:10]=1[C:15]1[C:24]2[N:23]=[CH:22][CH:21]=[N:20][C:19]=2[C:18]([C:25]([OH:27])=[O:26])=[CH:17][CH:16]=1
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참가 물질

4

반응물 2

HCID 24648Sulfuryl chlorideHCID 669145898-(3-Methoxy-2,5-dimethyl-phenyl)quinoxaline-5-carboxylic acid

생성물 1

HCID 866411438-(2-Chloro-5-methoxy-3,6-dimethyl-phenyl)-quinoxaline-5-carboxylic acid수율 33.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

반응 조건

온도
-5 °C

실험 절차

Sulfuryl chloride (29 μL, 0.37 mmol) in CH3CN (1 mL) was added dropwise to a cold (−5° C.) suspension of 8-(3-methoxy-2,5-dimethyl-phenyl)-quinoxaline-5-carboxylic acid (Step 97.1) (113 mg, 0.37 mmol) in CH3CN (4 mL). The reaction mixture was stirred for 10 min at −5° C., quenched by addition of H2O (1 mL) and filtered to afford 42 mg of the title compound as a yellow solid. Title compound: ESI-MS: 343.0 [M+H]+; tR=4.90 min (System 1).

후처리

  1. customquenched by addition of H2O (1 mL)
  2. filtrationfiltered

출처 및 근거

ORD 기록
ord-4b808deaf0f8465c8de920ef424aece3
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08273882B2

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