Acetic Acid → 7-Benzyloxy-6-methoxy-3H-quinazolin-4-one

HRID 454162

反応式

HRID 454162 の反応式
[NH2:1][C:2]1[CH:10]=[C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8]([O:19][CH3:20])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[CH3:21]N(C=NC=[N+](C)C)C.[Cl-].C([O-])(=O)C.[Na+].C(O)(=O)C>O1CCOCC1>[CH2:12]([O:11][C:9]1[CH:10]=[C:2]2[C:3]([C:4](=[O:5])[NH:6][CH:21]=[N:1]2)=[CH:7][C:8]=1[O:19][CH3:20])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 517045Sodium AcetateHCID 11008255Gold's ReagentHCID 124714802-Amino-4-(benzyloxy)-5-methoxybenzamide

生成物 1

HCID 1354047187-Benzyloxy-6-methoxy-3H-quinazolin-4-one収率 84%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 2-amino-4-benzyloxy-5-methoxybenzamide (J. Med. Chem. 1977, vol 20, 146-149, 10 g, 0.04 mol) and Gold's reagent (7.4 g, 0.05 mol) in dioxane (100 ml) was stirred and heated at reflux for 24 hours. Sodium acetate (3.02 g, 0.037 mol) and acetic acid (1.65 ml, 0.029 mol) were added to the reaction mixture and it was heated for a further 3 hours. The mixture was evaporated, water was added to the residue, the solid was filtered off, washed with water and dried. Recrystallisation from acetic acid gave 7-benzyloxy-6-methoxy-3,4-dihydroquinazolin-4-one (8.7 g, 84%).

後処理

  1. temperatureheated
  2. temperatureat reflux for 24 hours
  3. temperaturewas heated for a further 3 hours
  4. customThe mixture was evaporated
  5. additionwater was added to the residue
  6. filtrationthe solid was filtered off
  7. washwashed with water
  8. customdried
  9. customRecrystallisation from acetic acid

出典と根拠

ORDレコード
ord-beddd7b719784556af2ff1dfba460a4b
出典データセット
uspto-grants-2013_07
特許番号
US08492560B2

関連ノート

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