Methyl cyanoacetate → 6,7-Dimethoxy-4-(3,4-dimethoxyphenyl)quinazoline-2-acetic acid methyl ester

HRID 266120ノート

反応式

HRID 266120 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[NH2:5][C:6]1[CH:23]=[C:22]([O:24][CH3:25])[C:21]([O:26][CH3:27])=[CH:20][C:7]=1[C:8]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1)=O.[C:28]([CH2:30][C:31]([O:33][CH3:34])=[O:32])#[N:29]>O>[CH3:19][O:18][C:12]1[CH:11]=[C:10]([C:8]2[C:7]3[C:6](=[CH:23][C:22]([O:24][CH3:25])=[C:21]([O:26][CH3:27])[CH:20]=3)[N:5]=[C:28]([CH2:30][C:31]([O:33][CH3:34])=[O:32])[N:29]=2)[CH:15]=[CH:14][C:13]=1[O:16][CH3:17]

参加物

5

反応物 3

HCID 7747Methyl cyanoacetateHCID 6451240Aluminum(III) ChlorideHCID 99269672-Amino-4,5,3',4'-tetramethoxybenzophenone

生成物 1

HCID 212240726,7-Dimethoxy-4-(3,4-dimethoxyphenyl)quinazoline-2-acetic acid methyl ester

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

Aluminium chloride powder (5.3 g) was added to a mixture of 2-amino-4,5,3',4'-tetramethoxybenzophenone (6.3 g) and methyl cyanoacetate (23 ml), and the mixture was stirred at 100° C. for 2.5 hours. The reaction mixture was poured into water and extracted with chloroform. The chloroform layer was washed with water and dried over magnesium sulfate. The residue was subjected to column chromatography on silica gel. The fractions eluted with hexane-ethyl acetate (4:1, v/v) gave methyl 4-(3,4-dimethoxyphenyl)-6,7-dimethoxyquinazoline-2-acetate. This compound was recrystallized from acetone. Colorless needles, mp. 152°-153° C.

後処理

  1. extractionextracted with chloroform
  2. washThe chloroform layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. washThe fractions eluted with hexane-ethyl acetate (4:1

出典と根拠

ORDレコード
ord-41f7c6e978974dc5ae6e3a2c6dd0184f
出典データセット
uspto-grants-1997_07
特許番号
US05650410

反応ノート

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