Sodium Hydroxide → 2-(2-chloro-6-methoxy-phenyl)-3H-quinazolin-4-one

HRID 2079306

반응식

HRID 2079306 반응식
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11](=O)[C:12]1[C:17]([O:18][CH3:19])=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:20])(=[O:3])[NH2:2].[OH-].[Na+]>C(O)(=O)C>[Cl:20][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([O:18][CH3:19])[C:12]=1[C:11]1[NH:2][C:1](=[O:3])[C:4]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:10]=1

참가 물질

4

반응물 2

HCID 14798Sodium Hydroxide2회HCID 58010809N-(2-carbamoylphenyl)-2-chloro-6-methoxybenzamide

생성물 1

HCID 1361216082-(2-chloro-6-methoxy-phenyl)-3H-quinazolin-4-one수율 14%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

N-(2-carbamoylphenyl)-2-chloro-6-methoxybenzamide (13 g, 42.7 mmol) was suspended in 100 mL of a 2 N NaOH solution and heated to reflux. After refluxing for 3 hours, another 25 mL of a 2 N NaOH solution was added, and the reaction was refluxed for another hour. The mixture was cooled to room temperature and acidified with acetic acid to pH 5. The formed precipitate was collected by filtration. The product was purified over alumina using EtOAc as an eluent giving 1.7 g (5.9 mmol, 14%) of 2-(2-chloro-6-methoxy-phenyl)-3H-quinazolin-4-one.

후처리

  1. temperatureheated to reflux
  2. temperatureAfter refluxing for 3 hours
  3. temperaturethe reaction was refluxed for another hour
  4. filtrationThe formed precipitate was collected by filtration
  5. customThe product was purified over alumina

출처 및 근거

ORD 기록
ord-63d7c787c42241aaa8a812e5bd29591e
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07928107B2

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