Hydrochloric Acid → HCID 86692406, compound

HRID 1748433Notes

Reaction equation

HRID 1748433 reaction equation
C(O[CH:4]=[C:5]([C:11]([CH3:13])=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.Cl.C(O)C.[Cl:18][C:19]1[C:20]([NH:26][NH2:27])=[N:21][CH:22]=[C:23]([Cl:25])[CH:24]=1>O>[CH2:9]([O:8][C:6]([C:5]1[CH:4]=[N:27][N:26]([C:20]2[C:19]([Cl:18])=[CH:24][C:23]([Cl:25])=[CH:22][N:21]=2)[C:11]=1[CH3:13])=[O:7])[CH3:10]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 97734Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl esterHCID 6009663,5-Dichloro-2-hydrazinylpyridine

Product 1

HCID 86692406HCID 86692406, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To ethyl 2-(ethoxymethylene)acetoacetate (25.1 g) prepared according to a method described in J. Chem. Soc. Perkin trans. I, 1875 (1988), were added 1N hydrochloric acid aqueous solution (135 ml) and an ethanol solution (135 ml) of 3,5-dichloropyridin-2-ylhydrazine (24.02 g) described above, stirred at reflux temperature for three hours and left to stand at room temperature. Water was added to the reaction solution, the precipitated solid was collected by filtration and purified with a mixed solvent of ethyl acetate and n-hexane to give 1-(3,5-dichloropyridin-2-yl)-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester.

Workup

  1. temperatureat reflux temperature for three hours
  2. waitleft
  3. customto stand at room temperature
  4. filtrationthe precipitated solid was collected by filtration
  5. custompurified with a mixed solvent of ethyl acetate and n-hexane

Sources & evidence

ORD record
ord-a7f1341a0da0436ea01ea6b2cec78c8c
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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