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Water → 4-(2-chloroethyl)-6-methoxy-2(1H)-quinolone

HRID 619112
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HRID 619112 반응식
S(Cl)([Cl:3])=O.O[CH2:6][CH2:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH3:19])[CH:16]=2)[NH:11][C:10](=[O:20])[CH:9]=1.O>C(Cl)(Cl)Cl.CN(C)C=O>[Cl:3][CH2:6][CH2:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH3:19])[CH:16]=2)[NH:11][C:10](=[O:20])[CH:9]=1
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참가 물질

6

반응물 3

HCID 962WaterHCID 24386Thionyl ChlorideHCID 218460254-(2-hydroxyethyl)-6-methoxy-2(1H)-quinolone

생성물 1

HCID 153886994-(2-chloroethyl)-6-methoxy-2(1H)-quinolone수율 94.8%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6212Chloroform
용매

실험 절차

3.4 ml (46.6 mmol) of thionyl chloride are added while stirring at room temperature to a suspension of 3.11 g (14.2 mmol) of 4-(2-hydroxyethyl)-6-methoxy-2(1H)-quinolone in 50 ml of chloroform and 3 drops of dimethylformamide. The suspension is heated to reflux for 14 hours (total solubilization). After cooling to room temperature, 50 ml of water are added dropwise to the reaction medium and the mixture is left stirring for 30 minutes. The organic phase is recovered, separated after settling has taken place, washed with water, dried over magnesium sulphate and filtered. The filtrate is concentrated under vacuum. 3.2 g of a pale yellow solid are obtained.

후처리

  1. temperatureThe suspension is heated
  2. temperatureto reflux for 14 hours (total solubilization)
  3. waitthe mixture is left
  4. customThe organic phase is recovered
  5. customseparated after settling
  6. washwashed with water
  7. dry with materialdried over magnesium sulphate
  8. filtrationfiltered
  9. concentrationThe filtrate is concentrated under vacuum

출처 및 근거

ORD 기록
ord-599b4728d02a4e8e9058a51457ac7392
출처 데이터셋
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05958924

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