Formamidine acetate → 5,7-dimethoxyquinazolin-4(3H)-one

HRID 871393ノート

反応式

HRID 871393 の反応式
[NH2:1][C:2]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[C:8]([O:14][CH3:15])[C:3]=1[C:4](OC)=[O:5].C(O)(=O)C.[CH:20](N)=[NH:21]>COCCO>[CH3:15][O:14][C:8]1[CH:9]=[C:10]([O:12][CH3:13])[CH:11]=[C:2]2[C:3]=1[C:4](=[O:5])[NH:21][CH:20]=[N:1]2

参加物

4

反応物 2

HCID 160693Formamidine acetateHCID 11550253Methyl 2-amino-4,6-dimethoxybenzoate

生成物 1

HCID 1355106675,7-dimethoxyquinazolin-4(3H)-one収率 76.2%

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol溶媒

反応条件

温度
130 °C

実験手順

A mixture of methyl 2-amino-4,6-dimethoxybenzoate (6.46 g, 30.6 mmol), formamidine acetate (15.92 g, 153 mmol) in 2-methoxyethanol (50 mL) was heated at 130° C. for 4 hours. After the solvent was removed under reduced pressure, the reaction was quenched with water, filtered, washed with water, and dried under vacuum with P2O5 to afford 5,7-dimethoxyquinazolin-4(3H)-one as a solid (4.805 g, 76%). 1H NMR (300 MHz, DMSO-d6) δ 11.7 (br, 1H), 7.98 (s, 1H), 6.72 (d, 1H), 6.60 (d, 1H), 3.92 (s, 3H), 3.88 (s, 3H); LC-MS (ESI) m/z 207 (M+H)+.

後処理

  1. customAfter the solvent was removed under reduced pressure
  2. customthe reaction was quenched with water
  3. filtrationfiltered
  4. washwashed with water
  5. dry with materialdried under vacuum with P2O5

出典と根拠

ORDレコード
ord-11b36be9c27c4f089ce86686ca9a7723
出典データセット
uspto-grants-2015_03
特許番号
US08969587B2

反応ノート

読み込み中…