HCID 178471911, 화합물 → 3-acetyl-8-bromoquinolin-4(1H)-one

HRID 525877노트

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HRID 525877 반응식
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][CH:9]=[C:10]([C:16](=[O:18])[CH3:17])[C:11]([O:13]CC)=O>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[C:16]([C:10]1[C:11](=[O:13])[C:4]2[C:3](=[C:2]([Br:1])[CH:7]=[CH:6][CH:5]=2)[NH:8][CH:9]=1)(=[O:18])[CH3:17]

참가 물질

3

반응물 1

HCID 178471911HCID 178471911, 화합물

생성물 1

HCID 867327453-acetyl-8-bromoquinolin-4(1H)-one수율 69.2%

시약·촉매·용매 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)용매

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온도
250 °C

실험 절차

To Dowtherm (20 ml) at apx 200° C. was added solid ethyl 2-(((2-bromophenyl)amino) methylene)-3-oxobutanoate (3 g, 9.61 mmol). The reaction was heated to 250° C. and stirred for 1 h. LCMS showed consumption of starting material and formation of desired product along with an unknown biproduct of lower mass. The reaction was allowed to cool to room temperature and was them poured into 150 mL of hexanes. The mixture was stirred for 15 min, then the precipitate was collected by filtration and dried to afford 3-acetyl-8-bromoquinolin-4(1H)-one (1.77 g, 6.65 mmol, 69.2% yield) as a light brown solid. LCMS: (M+H)+: 265.9.

후처리

  1. customconsumption of starting material and formation of desired product along with an unknown biproduct of lower mass
  2. temperatureto cool to room temperature
  3. additionpoured into 150 mL of hexanes
  4. stirringThe mixture was stirred for 15 min
  5. filtrationthe precipitate was collected by filtration
  6. customdried

출처 및 근거

ORD 기록
ord-4fbf0b508d8c4f9f8f7a7097baae80e3
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340556B2

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