Phosphorus oxychloride → 4-Chloro-8-iodo-2,7-dimethylquinazoline

HRID 1668941ノート

反応式

HRID 1668941 の反応式
[I:1][C:2]1[C:3]([CH3:14])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([CH3:12])[NH:8][C:7]2=O.P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:7]1[C:6]2[C:11](=[C:2]([I:1])[C:3]([CH3:14])=[CH:4][CH:5]=2)[N:10]=[C:9]([CH3:12])[N:8]=1

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 1359656988-Iodo-2,7-dimethylquinazolin-4(3H)-one

生成物 1

HCID 584664654-Chloro-8-iodo-2,7-dimethylquinazoline収率 94.2%

反応条件

温度
120 °C

実験手順

8-Iodo-2,7-dimethylquinazolin-4(3H)-one (0.300 g, 1.00 mmol) was treated with phosphorus oxychloride (10 mL, 107 mmol) and the mixture stirred at 120° C. for 4 h. During this time, the reaction went from being a milky white suspension to a clear solution. The mixture was concentrated under vacuum and the residual phosphorous oxychloride was azeotroped with toluene. The residue was taken up in DCM and washed with cold water (2×) followed by washes (2×) with aqueous saturated sodium bicarbonate and brine. The organic solution was then dried with sodium sulfate and concentrated under vacuum to give 4-chloro-8-iodo-2,7-dimethylquinazoline (0.30 g, 94%) as an orange solid. MS (M+H)+ 319.

後処理

  1. concentrationThe mixture was concentrated under vacuum
  2. customthe residual phosphorous oxychloride was azeotroped with toluene
  3. washwashed with cold water (2×)
  4. dry with materialThe organic solution was then dried with sodium sulfate
  5. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-7b513df1fe7b4e8586384aa365913845
出典データセット
uspto-grants-2011_08
特許番号
US07989461B2

反応ノート

読み込み中…