Thionyl Chloride → 4-Chloro-7-methoxyquinazolin-6-yl acetate

HRID 403662ノート

反応式

HRID 403662 の反応式
[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][NH:9][C:8]2=O)(=[O:3])[CH3:2].S(Cl)([Cl:20])=O>CN(C=O)C>[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[O:15][CH3:16])[N:11]=[CH:10][N:9]=[C:8]2[Cl:20])(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 1356819606-Acetoxy-7-methoxy-3H-quinazolin-4-one

生成物 1

HCID 220221604-Chloro-7-methoxyquinazolin-6-yl acetate収率 84.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
55 °C

実験手順

A mixture of 7-methoxy-4-oxo-3,4-dihydroquinazolin-6-yl acetate (8.7 g, 0.037 mol), thionyl chloride (120 ml, 1.65 mol) and DMF (1 ml) was stirred and heated to 55° C. for 6 hours. The mixture was cooled to room temperature and thionyl chloride was evaporated. The solid was dissolved in chloroform and the solution was washed with sodium bicarbonate and brine, the chloroform was evaporated under reduced pressure to give 7.9 g of a gray product. MS (ESI) m/z: 253 (M+1).

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. customthionyl chloride was evaporated
  3. dissolutionThe solid was dissolved in chloroform
  4. washthe solution was washed with sodium bicarbonate and brine
  5. customthe chloroform was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-d8530beba4094308b604546e3b5b5acf
出典データセット
uspto-grants-2014_06
特許番号
US08748453B2

反応ノート

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