Sodium Hydroxide → HCID 57002693, compound

HRID 977978Notes

Reaction equation

HRID 977978 reaction equation
C([O:3][C:4]([C:6]1[C:7](=[O:20])[C:8]2[CH:16]=[C:15]([CH:17]=[N:18][OH:19])[S:14][C:9]=2[N:10]([CH2:12][CH3:13])[CH:11]=1)=[O:5])C.[OH-].[Na+]>CN(C)C=O>[CH2:12]([N:10]1[CH:11]=[C:6]([C:4]([OH:5])=[O:3])[C:7](=[O:20])[C:8]2[CH:16]=[C:15]([CH:17]=[N:18][OH:19])[S:14][C:9]1=2)[CH3:13]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57016575HCID 57016575, compound

Product 1

HCID 57002693HCID 57002693, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

For 1 hour, 1 g of 4,7-dihydro-7-ethyl-2-hydroxyiminomethyl-4-oxo-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester was refluxed in 30 ml of 10%-sodium hydroxide. After cooling, the solution was filtered and acidified with 10%-hydrochloric acid. After filtration 4,7-dihydro-7-ethyl-2-hydroxyiminomethyl-4-oxo-thieno[2,3-b]pyridine-5-carboxylic acid was obtained in a yield of 80%. M.P.: 315°-317° C. (N,N-dimethylformamide).

Workup

  1. temperatureAfter cooling
  2. filtrationthe solution was filtered
  3. filtrationAfter filtration 4,7-dihydro-7-ethyl-2-hydroxyiminomethyl-4-oxo-thieno[2,3-b]pyridine-5-carboxylic acid
  4. customwas obtained in a yield of 80%

Sources & evidence

ORD record
ord-93aac9a70f374f958d2af5429c89a1d9
Source dataset
uspto-grants-1987_05
Patent number
US04663329

Reaction notes

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