Hydrochloric Acid → HCID 178473115, compound

HRID 2121609Notes

Reaction equation

HRID 2121609 reaction equation
Cl.[N:2]([O-:4])=O.[Na+].[Cl:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[C:8]=1[C:14](=[O:23])[CH2:15][C:16](=[O:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18]>CCO>[Cl:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[C:8]=1[C:14](=[O:23])[C:15](=[N:2][OH:4])[C:16](=[O:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 22034112HCID 22034112, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 178473115HCID 178473115, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Slowly bubble N2O3 gas (generated by the dropwise addition of concentrated HCl into an aqueous solution of sodium nitrite) into a stirred solution of ethyl 4-(2,6-dichlorophenyl)-2,4-dioxobutanoate (14.4 g, 50 mmol) in EtOH (300 mL) until the reaction is complete (as determined by TLC). Remove the EtOH by evaporation under reduced pressure and partition the residue between EtOAc and water. Dry the organic extract over MgSO4 and evaporate in vacuo to obtain the title compound which is used in the next step without further purification.

Workup

  1. customRemove the EtOH
  2. customby evaporation under reduced pressure
  3. custompartition the residue between EtOAc and water
  4. customDry the
  5. extractionorganic extract over MgSO4
  6. customevaporate in vacuo

Sources & evidence

ORD record
ord-1dc249cb80464d5a83d18bea44976e69
Source dataset
uspto-grants-2004_02
Patent number
US06696445B2

Reaction notes

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