Acetic Acid → 3-Methyl-N-(4-benzylamino-3-cyanoquinolin-2-yl)benzamide

HRID 1064354ノート

反応式

HRID 1064354 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[C:5]([N:7](C(=O)C1C=CC=C(C)C=1)[C:8]1[C:17]([C:18]#[N:19])=[C:16]([NH:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1)=[O:6].[OH-].[K+].C(O)(=O)C.C(=O)([O-])O.[Na+]>C(#N)C>[CH3:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[C:5]([NH:7][C:8]1[C:17]([C:18]#[N:19])=[C:16]([NH:20][CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1)=[O:6]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 516892Sodium BicarbonateHCID 11156487HCID 11156487、化合物

生成物 1

HCID 99085263-Methyl-N-(4-benzylamino-3-cyanoquinolin-2-yl)benzamide収率 80.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To the solution of 5 g of 3-methyl-N-(3-methylbenzoyl)-N-(4-benzylamino-3-cyanoquinolin-2-yl)benzamide in 80 ml of acetonitrile 20 ml of 1N methanolic potassium hydroxide solution are added. The reaction mixture is refluxed for 3 minutes, then 3 ml of glacial acetic acid is added to it, then it is neutralized with 50 ml of 1M sodium hydrogen carbonate solution and the resulting crystals are filtered off. The white crystalline material is recrystallized from 130 ml of acetonitrile to give 3.1 g of the title compound of general formula (I). Mp.: 230° C.

後処理

  1. temperatureThe reaction mixture is refluxed for 3 minutes
  2. filtrationthe resulting crystals are filtered off
  3. customThe white crystalline material is recrystallized from 130 ml of acetonitrile

出典と根拠

ORDレコード
ord-749a0ad361094b509f3cd42dd59d798f
出典データセット
uspto-grants-2005_11
特許番号
US06969723B2

反応ノート

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