Acetic Acid → 2-(2-chloro-6-methoxy-phenyl)-3H-quinazolin-4-one

HRID 2062221ノート

反応式

HRID 2062221 の反応式
C(C1C=CC=CC=1[C:10]1[C:11]([Cl:21])=[C:12]([C:16]([O:19][CH3:20])=[CH:17][CH:18]=1)[C:13]([NH2:15])=O)(=O)N.[OH-].[Na+].[C:24]([OH:27])(=O)[CH3:25]>>[Cl:21][C:11]1[CH:10]=[CH:18][CH:17]=[C:16]([O:19][CH3:20])[C:12]=1[C:13]1[NH:15][C:24](=[O:27])[C:25]2[C:13](=[CH:12][CH:11]=[CH:10][CH:18]=2)[N:15]=1

参加物

4

反応物 3

HCID 176Acetic AcidHCID 14798Sodium Hydroxide2 回HCID 70799212(2 Carbamoylphenyl)-2-chloro-6-methoxybenzamide

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cc2080fe791a47b5b5c9c1509eefd643
出典データセット
uspto-grants-2012_10
特許番号
US08283354B2

反応ノート

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