Acetic Acid → HCID 21711192, compound

HRID 565384Notes

Reaction equation

HRID 565384 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. 278° 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-d3f18e7c9a0141548cc2758deabcfca2
Source dataset
uspto-grants-2001_01
Patent number
US06172079B2

Reaction notes

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