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

HRID 2232564ノート

反応式

HRID 2232564 の反応式
[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]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 16844Chloro-N,N-diethylacetamideHCID 178517457HCID 178517457、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-aef656cfc6b541bfb62831257364dc99
出典データセット
uspto-grants-1988_11
特許番号
US04788204

反応ノート

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