Dimethylformamide → 4-Chloro-7-methoxyquinazolin-6-yl acetate--hydrogen chloride (1/1)

HRID 1793432노트

반응식

HRID 1793432 반응식
CN(C)C=O.[C:6]([O:9][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][C:19]=1[O:20][CH3:21])[N:16]=[CH:15][NH:14][C:13]2=O)(=[O:8])[CH3:7].S(Cl)([Cl:25])=O>>[ClH:25].[Cl:25][C:13]1[C:12]2[C:17](=[CH:18][C:19]([O:20][CH3:21])=[C:10]([O:9][C:6](=[O:8])[CH3:7])[CH:11]=2)[N:16]=[CH:15][N:14]=1

참가 물질

4

반응물 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 1356819606-Acetoxy-7-methoxy-3H-quinazolin-4-one

생성물 1

HCID 220221594-Chloro-7-methoxyquinazolin-6-yl acetate--hydrogen chloride (1/1)수율 87%

실험 절차

Dimethylformamide (0.25 ml) was added dropwise to a solution of 6-acetoxy-7-methoxy-3,4-dihydro-quinazolin-4-one (13.8 g, 59.0 mmol) in thionyl chloride (150 ml) and the reaction was heated at reflux for 1.5 hours. The reaction was cooled, excess thionyl chloride was removed in vacuo and the residue was azeotroped with toluene (2×50 ml) to remove the last of the thionyl chloride. Drying in vacuo yielded 4-chloro-6-acetoxy-7-methoxyquinazoline hydrochloride (14.7 g, 87% yield) as a beige solid, which was used without further purification:

후처리

  1. temperaturethe reaction was heated
  2. temperatureat reflux for 1.5 hours
  3. temperatureThe reaction was cooled
  4. customexcess thionyl chloride was removed in vacuo
  5. customthe residue was azeotroped with toluene (2×50 ml)
  6. customto remove the last of the thionyl chloride
  7. customDrying in vacuo

출처 및 근거

ORD 기록
ord-1471d90fa01040128232ed4bb91f676d
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07081461B1

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