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

HRID 354859

반응식

HRID 354859 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
160 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a674ad12d829424a8e074743555aae8c
출처 데이터셋
uspto-grants-1983_03
특허 번호
US04377580

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