3-Bromoaniline → HCID 11144112、化合物

HRID 612137ノート

反応式

HRID 612137 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:15][CH2:16][CH3:17])=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:18]#[N:19].[Br:20][C:21]1[CH:22]=[C:23]([CH:25]=[CH:26][CH:27]=1)[NH2:24].C(=O)(O)[O-].[Na+]>C(O)C>[Br:20][C:21]1[CH:22]=[C:23]([NH:24][C:2]2[C:11]3[C:6](=[CH:7][C:8]([O:15][CH2:16][CH3:17])=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=3)[N:5]=[CH:4][C:3]=2[C:18]#[N:19])[CH:25]=[CH:26][CH:27]=1

参加物

5

反応物 3

HCID 115623-BromoanilineHCID 516892Sodium BicarbonateHCID 110113054-Chloro-7-ethoxy-6-nitroquinoline-3-carbonitrile

生成物 1

HCID 11144112HCID 11144112、化合物収率 82.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 2.1 g (7.6 mmol) of 4-chloro-7-ethoxy-6-nitro-3-quinolinecarbonitrile and 0.91 ml (8.3 mmol) of 3-bromo aniline in 100 ml ethanol was refluxed under nitrogen for 4.5 hours. The reaction mixture was poured into diluted sodium bicarbonate solution. Ethanol was removed under vacuum. The mixture was diluted with ethyl acetate and the organic layer was separated and dried over sodium sulfate. The solution was concentrated and solid was collected and then washed with hexane. Upon drying, 2.6 g of yellow solid obtained: mass spectrum (electrospray, m/e) M+H 412.8 and 414.9.

後処理

  1. temperaturewas refluxed under nitrogen for 4.5 hours
  2. customEthanol was removed under vacuum
  3. additionThe mixture was diluted with ethyl acetate
  4. customthe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. concentrationThe solution was concentrated
  7. customsolid was collected
  8. washwashed with hexane
  9. customUpon drying

出典と根拠

ORDレコード
ord-f3569739a62249df9a8cf57e85be3ae8
出典データセット
uspto-grants-1999_12
特許番号
US06002008

反応ノート

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