Hydrochloric Acid → HCID 178468984, compound

HRID 252659Notes

Reaction equation

[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[C:11](=[N:16][NH:17][C:18]2[CH:23]=[CH:22][C:21]([S:24]([OH:27])(=[O:26])=[O:25])=[CH:20][CH:19]=2)[C:12]([O:14]C)=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH:29]([C:31]1[CH:39]=[CH:38][C:34]([C:35]([OH:37])=[O:36])=[CH:33][CH:32]=1)[NH2:30].Cl.[CH2:41](O)[CH3:42]>>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:11](=[N:16][NH:17][C:18]3[CH:19]=[CH:20][C:21]([S:24]([OH:27])(=[O:25])=[O:26])=[CH:22][CH:23]=3)[C:12](=[O:14])[N:29]([C:31]3[CH:32]=[CH:33][C:34]([C:35]([O:37][CH2:41][CH3:42])=[O:36])=[CH:38][CH:39]=3)[N:30]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

Reactant 4

HCID 313Hydrochloric Acid

HCID 702Ethanol

HCID 120894-Hydrazinobenzoic acid

HCID 178501728HCID 178501728, compound

Product 1

HCID 178468984HCID 178468984, compound

Procedure

The crude product methyl 3-(4-nitrophenyl)-3-oxo-2-(2-(4-sulfophenyl)hydrazono)-propanoate (200 mg, 0.49 mmol) (synthesized as described for II -1) was dissolved in ethanol (10 ml), and 4-hydrazinobenzoic acid (90 mg, 0.59 mmol) and hydrochloric acid (37%, 0.2 ml) were added. The product 4-((1,5-dihydro-3-(4-nitrophenyl)-5-oxo-1-(4-ethoxycarbonyl phenyl)-4H-pyrazol-4-ylidene)-hydrazino)-benzenesulfonic acid was isolated by filtration as an orange solid (yield 54%).

Sources & evidence

ORD record: ord-1c0b3e69a62c40aea7755de0773a4b09
Source dataset: uspto-grants-2011_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07868185B2

Reaction notes

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