Toluene → HCID 22646629、化合物

HRID 393636ノート

反応式

HRID 393636 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)[NH:9][CH:8]=[CH:7][C:6]2=O.C1(C)C=CC=CC=1.S(Cl)([Cl:32])=O>CN(C=O)C>[ClH:32].[Cl:32][C:6]1[C:5]2[C:10](=[CH:11][C:12]([O:13][CH2:14][CH2:15][CH2:16][N:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)=[C:3]([O:2][CH3:1])[CH:4]=2)[N:9]=[CH:8][CH:7]=1

参加物

5

反応物 3

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 226466186-methoxy-7-[3-(1-pyrrolidyl)propyloxy]-4(1H)-quinolinone

生成物 1

HCID 22646629HCID 22646629、化合物収率 100%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide触媒

実験手順

A solution of 6-methoxy-7-(3-pyrrolidin-1-ylpropoxy)-1,4-dihydroquinolin-4-one (950 mg, 3.1 mmol) in thionyl chloride (25 ml) containing DMF (10 drops) was heated at reflux for 1.5 hours. After cooling, toluene was added and the volatiles were removed by evaporation. The residue was triturated with ether, collected by filtration, washed with ether and dried under vacuum to give 4-chloro-6-methoxy-7-(3-pyrrolidin-1-ylpropoxy)quinoline hydrochloride (1.23 g, 100%).

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 1.5 hours
  3. temperatureAfter cooling
  4. customthe volatiles were removed by evaporation
  5. customThe residue was triturated with ether
  6. filtrationcollected by filtration
  7. washwashed with ether
  8. customdried under vacuum

出典と根拠

ORDレコード
ord-a1c3a9ed46084622b5826ae5b564405e
出典データセット
uspto-grants-2004_10
特許番号
US06809097B1

反応ノート

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