2-Hydroxyquinoline → HCID 23342064, 화합물

HRID 27782

반응식

HRID 27782 반응식
Cl.[OH:2][CH:3]([C:11]1[CH:20]=[CH:19][C:18]([OH:21])=[C:17]2[C:12]=1[CH2:13][CH2:14][C:15](=[O:22])[NH:16]2)[CH:4]([NH:7][CH:8]([CH3:10])[CH3:9])[CH2:5][CH3:6].[CH3:23][O-:24].[Na+].N1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=CC1=O>CO>[OH:2][CH:3]([C:11]1[CH:20]=[CH:19][C:18]([O:21][C:23](=[O:24])[C:34]2[CH:33]=[CH:32][C:31]([CH3:30])=[CH:36][CH:35]=2)=[C:17]2[C:12]=1[CH2:13][CH2:14][C:15](=[O:22])[NH:16]2)[CH:4]([NH:7][CH:8]([CH3:10])[CH3:9])[CH2:5][CH3:6]

참가 물질

5

반응물 3

HCID 60382-HydroxyquinolineHCID 10942334Sodium MethoxideHCID 233421115-(1-Hydroxy-2-isopropylaminobutyl)-8-hydroxy-3,4-dihydrocarbostyril hydrochloride

생성물 1

HCID 23342064HCID 23342064, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3.28 g of 5-(1-hydroxy-2-isopropylaminobutyl)-8-hydroxy-3,4-dihydrocarbostyril hydrochloride was dissolved in 50 ml of methanol, and a 20% methanolic solution of sodium methylate was added to the solution in an amount of 2 moles per mole of the starting carbostyril compound. The mixture was then concentrated to dryness, and the residue was dissolved in dimethylformamide. 1.7 g of p-toluylic acid chloride was added to the solution while cooling with ice-water and the mixture was stirred for 4 hours at room temperature. The reaction mixture was poured into ice-water and extracted with chloroform. A mixture of diethyl ether and petroleum benzene was added to the chloroform extract to obtain 1.94 g of crystalline 5-(1-hydroxy-2-isopropylaminobutyl)-8-p-methylbenzoyloxy-3,4-dihydrocarbostyril having a melting point of 151.5°-152.5° C. (after recrystallization from chloroform-n-hexane).

후처리

  1. concentrationThe mixture was then concentrated to dryness
  2. dissolutionthe residue was dissolved in dimethylformamide
  3. addition1.7 g of p-toluylic acid chloride was added to the solution
  4. temperaturewhile cooling with ice-water
  5. additionThe reaction mixture was poured into ice-water
  6. extractionextracted with chloroform
  7. additionA mixture of diethyl ether and petroleum benzene
  8. additionwas added to the chloroform
  9. extractionextract

출처 및 근거

ORD 기록
ord-e1037e8dd75547f1aadf9b0d660bb31b
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04223137

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