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

HRID 280058

반응식

HRID 280058 반응식
[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]

참가 물질

13

반응물 6

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

생성물 1

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

시약·촉매·용매 6

HCID 24014Cupric Chloride촉매HCID 24288Cobalt(II) chloride촉매HCID 24458Ferrous Chloride촉매HCID 3007855Zincchloride촉매HCID 176Acetic Acid용매HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d0e8178ae6be475bb5721a445bedd9ae
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04587539

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