Sodium Hydroxide → 4-Chloro-6-methoxyquinazoline

HRID 503601ノート

反応式

HRID 503601 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][NH:7][C:6]2=O.O=P(Cl)(Cl)[Cl:16].[OH-].[Na+]>>[Cl:16][C:6]1[C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[N:9]=[CH:8][N:7]=1

参加物

4

反応物 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 1354514236-Methoxyquinazolin-4-OL

生成物 1

HCID 111831744-Chloro-6-methoxyquinazoline

反応条件

温度
105 °C

実験手順

A pressure resistant bottle was charged with 6-methoxyquinazolin-4(3H)-one (1.0 g, 5.68 mmol) and POCl3(17.5 ml, 187.3 mmol). The resulting mixture was heated at 105° C. for 18 hours. The reaction mixture was cooled to RT and poured onto ice slurry while stirring heavily. The solution was quickly neutralized with 6N NaOH, and product extracted with DCM. The organic layer was collected, dried over sodium sulfate and concentrated to afford 4-chloro-6-methoxyquinazoline as tan solid. MS: [M+H]=194.9; Calc'd for C9H7ClN2O: 194.6.

後処理

  1. temperatureThe reaction mixture was cooled to RT
  2. additionpoured onto ice slurry
  3. extractionextracted with DCM
  4. customThe organic layer was collected
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-6c2272530d434daba57f058723ab29c9
出典データセット
uspto-grants-2010_08
特許番号
US07776857B2

反応ノート

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