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Dimethylformamide → ethyl 4-oxo-10-methanesulfonamido-4H-pyrimido[1,2-c]quinazoline-3-carboxylate

HRID 1719949
ノート
印刷プレビュー

反応式

HRID 1719949 の反応式
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:10]=2)[N:5]=[CH:4][N:3]=1.C([O:19][CH:20]=[C:21]([C:27](OCC)=O)[C:22]([O:24][CH2:25][CH3:26])=[O:23])C.CN(C)C=O>O>[O:19]=[C:20]1[N:3]2[CH:4]=[N:5][C:6]3[CH:7]=[CH:8][C:9]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])=[CH:10][C:11]=3[C:2]2=[N:1][CH:27]=[C:21]1[C:22]([O:24][CH2:25][CH3:26])=[O:23]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 6871Diethyl (ethoxymethylene)malonateHCID 130604594-Amino-6-methanesulfonamidoquinazoline

生成物 1

HCID 13060551ethyl 4-oxo-10-methanesulfonamido-4H-pyrimido[1,2-c]quinazoline-3-carboxylate収率 55%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
155 °C

実験手順

A mixture of 4-amino-6-methanesulfonamidoquinazoline (6.89 g), diethyl ethoxymethylenepropanediate (15.5 g) and N,N-dimethylformamide (55 ml) was stirred at 155° C. for 2.5 hours. The reaction mixture was cooled to ambient temperature. To the mixture was added water to give precipitates, which were separated by filtration and washed with water. To the crystals was added a mixture of methanol and chloroform (1:4) (400 ml). After stirring under heating, insoluble materials (6.95 g) were filtered off and recrystallized from N,N-dimethylformamide to give crystalline ethyl 4-oxo-10-methanesulfonamido-4H-pyrimido[1,2-c]quinazoline-3-carboxylate (5.76 g).

後処理

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. customto give
  3. customprecipitates
  4. customwhich were separated by filtration
  5. washwashed with water
  6. additionTo the crystals was added
  7. additiona mixture of methanol and chloroform (1:4) (400 ml)
  8. stirringAfter stirring
  9. temperatureunder heating
  10. filtrationinsoluble materials (6.95 g) were filtered off
  11. customrecrystallized from N,N-dimethylformamide

出典と根拠

ORDレコード
ord-df7e20804fc146e8bc7711be78a8acd0
出典データセット
uspto-grants-1985_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04543356

反応ノート

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