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

HRID 613485노트

반응식

HRID 613485 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 312751,4-Dioxane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-59c3adddf5d241c29175a9b440531623
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06008230

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