4-Bromobutyryl chloride → HCID 66620617、化合物

HRID 415505ノート

反応式

HRID 415505 の反応式
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[NH2:12].[Br:13][CH2:14][CH2:15][CH2:16][C:17](Cl)=[O:18]>ClCCCl.ClCCl>[Br:13][CH2:14][CH2:15][CH2:16][C:17]([NH:12][C:3]1[CH:4]=[N:5][C:6]2[C:11]([C:2]=1[Cl:1])=[CH:10][CH:9]=[CH:8][CH:7]=2)=[O:18]

参加物

5

反応物 2

HCID 702254-Bromobutyryl chlorideHCID 8173324-chloroquinolin-3-amine

生成物 1

HCID 66620617HCID 66620617、化合物収率 53.7%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 4-chloroquinolin-3-amine (3.70 g, 20.74 mmol) and 4-bromobutyryl chloride (11.54 g, 62.22 mmol) dissolved in 100 mL of 1,2-dichloroethane was heated to reflux. After 17 hours the reaction was cooled to room temperature, diluted with dichloromethane, washed with saturated aqueous K2CO3, H2O and brine, dried over Na2SO4, and concentrated under reduced pressure to give a brown solid. The solid was triturated with a mixture of hexane and ether, filtered and dried to give 4-bromo-N-(4-chloroquinolin-3-yl)butanamide (3.65 g) as a brown solid.

後処理

  1. temperaturewas heated to reflux
  2. washwashed with saturated aqueous K2CO3, H2O and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customto give a brown solid
  6. customThe solid was triturated with a mixture of hexane and ether
  7. filtrationfiltered
  8. customdried

出典と根拠

ORDレコード
ord-381d956fffe049c08628c1c6ebe05d7e
出典データセット
uspto-grants-2012_01
特許番号
US08088788B2

反応ノート

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