Acetic Acid → HCID 21711192, compound

HRID 651234Notes

Reaction equation

HRID 651234 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=C(C#N)[C:10](=[O:16])[NH:11]2.C(O)C.[OH-].[Na+].[C:24]([OH:27])(=[O:26])[CH3:25]>>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:15]=[CH:14][CH:13]=[C:12]2[C:7]=1[CH:8]=[C:25]([C:24]([OH:27])=[O:26])[C:10](=[O:16])[NH:11]2

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 21711196HCID 21711196, compound

Product 1

HCID 21711192HCID 21711192, compound

Procedure

A mixture of 1,2-dihydro-5-(2-thienyl)-2-oxo-1,6-naphthyridine-3-carbonitrile (10.0 g), ethanol (300 ml) and 10N NaOH (300 ml) was refluxed overnight. After cooling, the reaction mixture was neutralized with acetic acid, and the precipitated crystals were separated by filtration, washed with water, isopropanol and diisopropyl ether in this order and then dried to give the title compound (Compound No. 44)(10.5 g) as pale yellow crystals. M.p. 2780° C.

Workup

  1. temperaturewas refluxed overnight
  2. temperatureAfter cooling
  3. customthe precipitated crystals were separated by filtration
  4. washwashed with water, isopropanol and diisopropyl ether in this order
  5. customdried

Sources & evidence

ORD record
ord-c4f0c4820f914e93921808b58c5c7869
Source dataset
uspto-grants-2001_08
Patent number
US06277993B1

Reaction notes

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