Hydrochloric Acid → HCID 18441970, compound

HRID 458447Notes

Reaction equation

HRID 458447 reaction equation
[N:1]1[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5][CH:4]=[C:3]([C:12]([O:14]CC)=[O:13])[N:2]=1.Cl>C(O)C.[OH-].[Na+].CCOCC>[CH2:10]([O:9][C:7]([C:6]1[N:1]=[N:2][C:3]([C:12]([OH:14])=[O:13])=[CH:4][CH:5]=1)=[O:8])[CH3:11]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 9815937HCID 9815937, compound

Product 1

HCID 18441970HCID 18441970, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 3283Diethyl EtherSolventHCID 14798Sodium HydroxideSolvent

Procedure

To the diethyl 3,6-pyridazinedicarboxylate (5.0 g, 22.3 mmol) in 150 ml ethyl alcohol, 24.5 ml 1N NaOH was added. The mixture was stirred for 2 hours. The resulting salt was collected by filtration then was dissolved in minimum amount of water. The aqueous solution obtained was then acidified with 2N HCl in ether until the PH=2 and extracted with ethyl acetate. The combined extracts were washed with brine and dried over sodium sulfate. Removal of the solvent afforded 4.1 g of light yellowish oil. 1HNMR (400 MHz, CD3OD) δ 8.42 (s, 2H), 4.52 (q, 2H), 1.42 (t, 3H) ppm.

Workup

  1. filtrationThe resulting salt was collected by filtration
  2. dissolutionthen was dissolved in minimum amount of water
  3. customThe aqueous solution obtained
  4. extractionextracted with ethyl acetate
  5. washThe combined extracts were washed with brine
  6. dry with materialdried over sodium sulfate
  7. customRemoval of the solvent
  8. customafforded 4.1 g of light yellowish oil

Sources & evidence

ORD record
ord-c84b8e4b32d3471e89a3ee32b61a6b33
Source dataset
uspto-grants-2007_03
Patent number
US07189851B2

Reaction notes

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