Water → 8-(2,6-Dichlorobenzoylamino)-3-hydroxymethylquinoline

HRID 613485ノート

反応式

HRID 613485 の反応式
C([O:4][CH2:5][C:6]1[CH:7]=[N:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][C:10]=2[NH:16][C:17](=[O:26])[C:18]1[C:23]([Cl:24])=[CH:22][CH:21]=[CH:20][C:19]=1[Cl:25])(=O)C.[OH-].[Na+].O>O1CCOCC1.CN(C)C=O>[Cl:25][C:19]1[CH:20]=[CH:21][CH:22]=[C:23]([Cl:24])[C:18]=1[C:17]([NH:16][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:9]=1[N:8]=[CH:7][C:6]([CH2:5][OH:4])=[CH:15]2)=[O:26]

参加物

6

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 195927753-Acetoxymethyl-8-(2,6-dichlorobenzoylamino)quinoline

生成物 1

HCID 195922958-(2,6-Dichlorobenzoylamino)-3-hydroxymethylquinoline収率 86.6%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 3-acetoxymethyl-8-(2,6-dichlorobenzoylamino)quinoline (25.9 mg), 1N sodium hydroxide solution (0.24 ml) in dioxane and dimethylformamide (4 drops) was stirred for 2 hours at ambient temperature. The mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was recrystallized from ethyl acetate-n-hexane to give 8-(2,6-dichlorobenzoylamino)-3-hydroxymethylquinoline (20 mg).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was recrystallized from ethyl acetate-n-hexane

出典と根拠

ORDレコード
ord-59c3adddf5d241c29175a9b440531623
出典データセット
uspto-grants-1999_12
特許番号
US06008230

反応ノート

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