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

HRID 403662노트

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HRID 403662 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 220221604-Chloro-7-methoxyquinazolin-6-yl acetate수율 84.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
55 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-d8530beba4094308b604546e3b5b5acf
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748453B2

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