Sodium Carbonate → N,N-diethyl-(2-phenyl-4-quinazolinyl)oxyacetamide

HRID 2232564노트

반응식

HRID 2232564 반응식
[C:1]1([C:7]2[N:16]=[C:15]([OH:17])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:18]([N:20]([CH2:25][CH3:26])[C:21](=[O:24])[CH2:22]Cl)[CH3:19].C(=O)([O-])[O-].[Na+].[Na+]>CC(=O)CC>[CH2:18]([N:20]([CH2:25][CH3:26])[C:21](=[O:24])[CH2:22][O:17][C:15]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:16]=1)[CH3:19]

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 16844Chloro-N,N-diethylacetamideHCID 178517457HCID 178517457, 화합물

생성물 1

HCID 13769197N,N-diethyl-(2-phenyl-4-quinazolinyl)oxyacetamide수율 59.6%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

A mixture of 2-phenyl-4-quinazolinol (4.45 g), N,N-diethylchloroacetamide (3.3 g), sodium carbonate (4.25 g) and cuprous iodide (1 g) in 2-butanone (70 cc) is brought to boiling for 22 hours. The solvent is evaporated off under reduced pressure, water (100 cc) is added, the mixture is alkalinised with ammonia solution and the aqueous phase is extracted with methylene chloride (3×100 cc). The organic phase is dried over magnesium sulphate and evaporated to dryness under reduced pressure. The residue is chromatographed on silica gel with a cyclohexane/ethyl acetate (1:1 by volume) mixture as eluant. After crystatllization in isopropyl ether, N,N-diethyl-(2-phenyl-4-quinazolinyl)oxyacetamide (4 g), m.p. 113° C., is obtained.

후처리

  1. customThe solvent is evaporated off under reduced pressure, water (100 cc)
  2. additionis added
  3. extractionthe aqueous phase is extracted with methylene chloride (3×100 cc)
  4. dry with materialThe organic phase is dried over magnesium sulphate
  5. customevaporated to dryness under reduced pressure
  6. customThe residue is chromatographed on silica gel with a cyclohexane/ethyl acetate (1:1 by volume) mixture as eluant

출처 및 근거

ORD 기록
ord-aef656cfc6b541bfb62831257364dc99
출처 데이터셋
uspto-grants-1988_11
특허 번호
US04788204

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