Sodium Bicarbonate → 6-Amino-4-(3,4-dibromophenylamino)quinoline-3-carbonitrile

HRID 611988ノート

反応式

HRID 611988 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([N+:20]([O-])=O)[CH:18]=3)[N:13]=[CH:12][C:11]=2[C:23]#[N:24])[CH:5]=[CH:6][C:7]=1[Br:8].C(=O)(O)[O-].[Na+]>C(O)C>[NH2:20][C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][C:11]([C:23]#[N:24])=[C:10]2[NH:9][C:4]1[CH:5]=[CH:6][C:7]([Br:8])=[C:2]([Br:1])[CH:3]=1

参加物

4

反応物 2

HCID 516892Sodium BicarbonateHCID 101146524-[(3,4-Dibromophenyl)amino]-6-nitro-quinoline-3-carbonitrile

生成物 1

HCID 101589666-Amino-4-(3,4-dibromophenylamino)quinoline-3-carbonitrile収率 27.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
25 °C

実験手順

A mixture of 4.90 g (10.9 mmol) of 4-[(3,4-dibromophenyl)amino]-6-nitro-3-quinolinecarbonitrile and 12.4 g (54.7 mmol) of SnCl2 dihydrate in 200 mL of ethanol was refluxed under N2 for 1.5 h. After cooling to 25° C., the reaction was diluted with ice water, neutralized with sodium bicarbonate and stirred for 2 h. This solution was then extracted with chloroform, treated with Darco, dried(magnesium sulfate) and evaporated. After drying in vacuo(40° C.), there was obtained 1.25 g of brown solid: mass spectrum (electrospray, m/e): M+H 417, 419, 421.

後処理

  1. temperaturewas refluxed under N2 for 1.5 h
  2. extractionThis solution was then extracted with chloroform
  3. additiontreated with Darco, dried(magnesium sulfate)
  4. customevaporated
  5. customAfter drying in vacuo(40° C.)

出典と根拠

ORDレコード
ord-5ea5049eefec4dc68105365ed45da59f
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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