Aluminum(III) Chloride → 6-(3-Carbomethoxy-2-methyl-propionyl)-3,4-dihydro-1-methyl-2(1H)-quinazolinone

HRID 1164795ノート

反応式

HRID 1164795 の反応式
[CH3:1][N:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][NH:4][C:3]1=[O:12].[Cl-].[Al+3].[Cl-].[Cl-].[C:17]([CH2:21][CH:22]([CH3:26])[C:23](Cl)=[O:24])([O:19][CH3:20])=[O:18]>C(=S)=S>[C:17]([CH2:21][CH:22]([CH3:26])[C:23]([C:8]1[CH:7]=[C:6]2[C:11](=[CH:10][CH:9]=1)[N:2]([CH3:1])[C:3](=[O:12])[NH:4][CH2:5]2)=[O:24])([O:19][CH3:20])=[O:18]

参加物

5

反応物 3

HCID 6451240Aluminum(III) ChlorideHCID 14403282Methyl 4-chloro-3-methyl-4-oxobutanoateHCID 146206331-Methyl-1,2,3,4-tetrahydroquinazolin-2-one

生成物 1

HCID 146206386-(3-Carbomethoxy-2-methyl-propionyl)-3,4-dihydro-1-methyl-2(1H)-quinazolinone

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒

実験手順

3,4-Dihydro-1-methyl-2(1H)-quinazolinone (2.5 g) is added to a stirred suspension of anhydrous aluminum chloride (10.5 g) in carbon disulfide (120 ml) under nitrogen. 3-Carbomethoxy-2-methyl-propionyl chloride (2.5 g) is added dropwise to the stirred suspension, which is refluxed for about 18 hours and cooled to RT. The liquid phase is decanted and the residue treated with ice/H2O and 6N HCl (25 ml). The aqueous mixture is extracted with methylene chloride, the organic extract dried, filtered and concentrated in vacuo, affording the desired product as an oil which is used in the next step without further purification.

後処理

  1. temperatureis refluxed for about 18 hours
  2. customThe liquid phase is decanted
  3. additionthe residue treated with ice/H2O and 6N HCl (25 ml)
  4. extractionThe aqueous mixture is extracted with methylene chloride
  5. extractionthe organic extract
  6. customdried
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-215e67e218bc40c382520a4e4918f03e
出典データセット
uspto-grants-1990_03
特許番号
US04906630

反応ノート

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