Hydrochloric Acid → HCID 57061276, compound

HRID 977979Notes

Reaction equation

HRID 977979 reaction equation
C([O:3][C:4]([C:6]1[C:7](=[O:23])[C:8]2[CH:16]=[C:15]([CH:17]=[N:18]C(OC)=O)[S:14][C:9]=2[N:10]([CH2:12][CH3:13])[CH:11]=1)=[O:5])C.[OH-:24].[Na+].Cl>O>[CH2:12]([N:10]1[CH:11]=[C:6]([C:4]([OH:3])=[O:5])[C:7](=[O:23])[C:8]2[CH:16]=[C:15]([CH:17]=[N:18][O:24][CH2:6][C:4]([OH:5])=[O:3])[S:14][C:9]1=2)[CH3:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70434742HCID 70434742, compound2×

Product 1

HCID 57061276HCID 57061276, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To the solution obtained in Example V containing 4,7-dihydro-7-ethyl-2-carbomethoxyiminomethyl-4-oxo-thieno[2,3-b]pyridine-5-carboxylic acid ethyl ester was added 0.15 g (3.7 mmols) of sodium hydroxide in 5 ml of water. The medium was maintained under stirring for 3 hours at room-temperature. The precipitate formed was filtered out, washed with ethanol and then with ethyl ether. The product so obtained was then taken up in 200 ml of water and the solution was acidified with concentrated hydrochloric acid. The precipitate so formed was filtered out, washed with water and then with ethanol. After drying, 4,7-dihydro-7-ethyl-2-carboxymethoxyiminomethyl-4-oxo-thieno[2,3-b]pyridine-5-carboxylic acid was obtained in a yield of 40%.

Workup

  1. temperatureThe medium was maintained
  2. customThe precipitate formed
  3. filtrationwas filtered out
  4. washwashed with ethanol
  5. customThe product so obtained
  6. customThe precipitate so formed
  7. filtrationwas filtered out
  8. washwashed with water
  9. customAfter drying

Sources & evidence

ORD record
ord-694fd2f8b5394c8ea96f0fee88ba9804
Source dataset
uspto-grants-1987_05
Patent number
US04663329

Reaction notes

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