Hydrochloric Acid → HCID 14878289, compound

HRID 2072686Notes

Reaction equation

HRID 2072686 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:13]2[CH2:14][CH2:15][C:16](=[O:19])[NH:17][N:18]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]([OH:12])=[O:11].[N+](C1C=C(S([O-])(=O)=O)C=CC=1)([O-])=O.[Na+].Cl>[OH-].[Na+]>[Cl:1][C:2]1[CH:3]=[C:4]([C:13]2[CH:14]=[CH:15][C:16](=[O:19])[NH:17][N:18]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31389Sodium 3-nitrobenzenesulfonateHCID 10062335HCID 10062335, compound

Product 1

HCID 14878289HCID 14878289, compoundYield 63.3%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
120 °C

Procedure

1.91 g of 6-[3-chloro-4-(carboxymethoxy)phenyl]-4,5-dihydro-3(2H)-pyridazinone (Compound No. 1a, prepared as described in Example 2) was dissolved in 55 ml of a 2% w/v aqueous sodium hydroxide solution, and 1.6 g of sodium m-nitrobenzenesulfonate was added thereto. The mixture was heated, with stirring, over an oil bath at 120° C. for 2 hours. The mixture was then cooled to room temperature and then acidified with 6N hydrochloric acid to a pH value of 2-3. The resulting precipitate was collected by filtration, to give 1.2 g of the title compound, melting at 227°=232° C.

Workup

  1. additionwas added
  2. temperatureThe mixture was heated
  3. temperatureThe mixture was then cooled to room temperature
  4. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-860fecaa33264afeb0bdea1626c6cbe5
Source dataset
uspto-grants-1990_04
Patent number
US04914093

Reaction notes

Loading…