Ammonia → furo(3,4-b)pyridin-5(7H)-one

HRID 280058

反応式

HRID 280058 の反応式
[N:1]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:2]=1[C:3]([O:5][C:6]2=[O:11])=O.N1C2C(=CC=CC=2)C=C1.[Cl-].[Ca+2].[Cl-].[Cl-].[Al+3].[Cl-].[Cl-].C(OC(=O)C)(=O)C.N>C(O)(=O)C.C(#N)C.[Cl-].[Zn+2].[Cl-].[Fe](Cl)Cl.[Co](Cl)Cl.[Cu](Cl)Cl>[C:6]1([C:7]2[C:2](=[N:1][CH:10]=[CH:9][CH:8]=2)[CH2:3][O:5]1)=[O:11]

参加物

13

反応物 6

HCID 222AmmoniaHCID 798IndoleHCID 7918Acetic AnhydrideHCID 69688Furo[3,4-b]pyridine-5,7-dioneHCID 5284359Calcium ChlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 819439furo(3,4-b)pyridin-5(7H)-one

試薬・触媒・溶媒 6

HCID 24014Cupric Chloride触媒HCID 24288Cobalt(II) chloride触媒HCID 24458Ferrous Chloride触媒HCID 3007855Zincchloride触媒HCID 176Acetic Acid溶媒HCID 6342Acetonitrile溶媒

実験手順

A particularly advantageous embodiment of the novel process comprises dissolving or suspending quinolinic anhydride in a saturated aliphatic C2 -C4 -monocarboxylic acid, in particular acetic acid, or also in acetonitrile, adding an indole compound of the formula (7a) and stirring the mixture at room temperature in the presence of an inorganic metal salt, in particular a metal halide, of a polyvalent metal or atomic weight 26 to 66, for example zinc chloride, calcium chloride, aluminium chloride, iron chloride, cobalt chloride or copper dichloride, preferably for 2 to 6 hours. The compound of the formula (5a) is then added and, after addition of acetic anhydride, the reaction mixture is heated at 30° to 60° C., preferably for 1 to 3 hours. The pH is then adjusted to 7.5 to 9 for example with an alkali metal hydroxide or aqueous ammonia. The precipitated 4-azaphthalide compound of the formula (1a) is isolated and, if necessary, recrystallised.

後処理

  1. dissolutionA particularly advantageous embodiment of the novel process comprises dissolving
  2. temperaturethe reaction mixture is heated at 30° to 60° C., preferably for 1 to 3 hours

出典と根拠

ORDレコード
ord-d0e8178ae6be475bb5721a445bedd9ae
出典データセット
uspto-grants-1986_05
特許番号
US04587539

関連ノート

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