Hydrochloric Acid → 5-Oxo-1-(4-sulfophenyl)pyrazolidine-3-carboxylic acid

HRID 839421Notes

Reaction equation

HRID 839421 reaction equation
[C:1]([O:8]C)(=[O:7])/[CH:2]=[CH:3]\[C:4]([O-])=[O:5].[NH:10]([C:12]1[CH:17]=[CH:16][C:15]([S:18]([O-:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1)[NH2:11].C(=O)([O-])[O-].[Na+].[Na+].Cl>O>[C:1]([CH:2]1[CH2:3][C:4](=[O:5])[N:10]([C:12]2[CH:17]=[CH:16][C:15]([S:18]([OH:21])(=[O:19])=[O:20])=[CH:14][CH:13]=2)[NH:11]1)([OH:8])=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 1549500p-Hydrazinobenzene sulphonateHCID 21768182Mono-methyl maleate

Product 1

HCID 203245745-Oxo-1-(4-sulfophenyl)pyrazolidine-3-carboxylic acidYield 73%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

5 parts of monomethyl maleate are added with stirring to 25 parts of water containing 7 parts of p-hydrazinobenzene sulphonate and 4 parts of sodium carbonate and the mixture is heated at 100° C for 6 hours. The pH is then adjusted to 3.8 by addition of hydrochloric acid and the 3-carboxy-1-(4'-sulphophenyl)-5-pyrazolidone thus formed is filtered off and dried between 50°-100° C. The actual weight yield is 12 parts of strength 67% (determined by N.M.R.) which represents a yield of 73% theory.

Sources & evidence

ORD record
ord-97ec25bc68aa4bfdb468efd73924cf78
Source dataset
uspto-grants-1978_06
Patent number
US04095024

Reaction notes

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