Water → Diethyl[(4-quinazolinylamino)methylene]propanedioate

HRID 354859

反応式

HRID 354859 の反応式
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][N:3]=1.C(O[CH:15]=[C:16]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:17]([O:19][CH2:20][CH3:21])=[O:18])C.O>CN(C)C=O>[N:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([NH:1][CH:15]=[C:16]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:22]([O:24][CH2:25][CH3:26])=[O:23])=[N:3][CH:4]=1

参加物

5

反応物 3

HCID 962WaterHCID 6871Diethyl (ethoxymethylene)malonateHCID 847594-Aminoquinazoline

生成物 1

HCID 13060467Diethyl[(4-quinazolinylamino)methylene]propanedioate収率 90.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
160 °C

実験手順

A mixture of 4-aminoquinazoline (11.6 g) and diethyl ethoxymethylenepropanedioate (19.0 g) in N,N-dimethylformamide (40 ml) was stirred for 1 hour and 20 minutes at 160° C. and then cooled to 0° C. to precipirate crystals. To the mixture was added small volume of water with stirring. The crystals were separated by filtration, washed with water, dried overnight under reduced pressure and dissolved in ethyl acetate. The resultant solution was dried over anhydrous magnesium sulfate and recrystallized from a mixture of ethyl acetate and hexane to give crystalline diethyl [(4-quinazolinylamino)methylene]propanedioate (22.7 g).

後処理

  1. temperaturecooled to 0° C.
  2. stirringwith stirring
  3. customThe crystals were separated by filtration
  4. washwashed with water
  5. customdried overnight under reduced pressure
  6. dissolutiondissolved in ethyl acetate
  7. dry with materialThe resultant solution was dried over anhydrous magnesium sulfate
  8. customrecrystallized from a mixture of ethyl acetate and hexane

出典と根拠

ORDレコード
ord-a674ad12d829424a8e074743555aae8c
出典データセット
uspto-grants-1983_03
特許番号
US04377580

関連ノート

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