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HCID 12736928, compound → HCID 12736931, compound

HRID 2071248
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Reaction equation

HRID 2071248 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:14][C:13]3[C:12](=[O:15])[CH:11]=[C:10]([C:16]([O:18]C)=[O:17])[NH:9][C:8]=3[C:7](=[O:20])[C:6]=2[CH:21]=1>[OH-].[Na+]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:14][C:13]3[C:12](=[O:15])[CH:11]=[C:10]([C:16]([OH:18])=[O:17])[NH:9][C:8]=3[C:7](=[O:20])[C:6]=2[CH:21]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 12736928HCID 12736928, compound

Product 1

HCID 12736931HCID 12736931, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A suspension of methyl 8-chloro-4,10-dihydro-4,10-dioxo-1H-1-benzopyrano[3,2-b]pyridine-2-carboxylate (1 g, 0.0034 mole) in 1N sodium hydroxide solution (20 ml) was stirred at room temperature for 24 hrs. The solid was filtered off, washed with water, with acetone, and suspended in 5N hydrochloric acid. The product was filtered off, washed with water, with acetone, and sucked dry. Recrystallization from DMF gave white crystals (0.775 g, 81%), m.p. 290°-320° (dec.).

Workup

  1. filtrationThe solid was filtered off
  • washwashed with water, with acetone
  • filtrationThe product was filtered off
  • washwashed with water, with acetone
  • customsucked dry
  • customRecrystallization from DMF
  • Sources & evidence

    ORD record
    ord-0e33a088dbb0465fadfbde0af2e08bbb
    Source dataset
    uspto-grants-1977_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04046769

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes