HCID 178471911、化合物 → 3-acetyl-8-bromoquinolin-4(1H)-one

HRID 525877ノート

反応式

HRID 525877 の反応式
[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]

参加物

3

反応物 1

HCID 178471911HCID 178471911、化合物

生成物 1

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

試薬・触媒・溶媒 1

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

反応条件

温度
250 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4fbf0b508d8c4f9f8f7a7097baae80e3
出典データセット
uspto-grants-2016_05
特許番号
US09340556B2

反応ノート

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