Sodium Hydroxide → 4-[(2-{1-[5-(3,4-dichlorophenyl)-4-hydroxy-1-methyl-1H-pyrazol-3-yl]ethylidene}hydrazino)carbonyl]-2-nitrobenzoic acid

HRID 2103897Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([CH3:14])[N:12]=[C:11]([C:15](=[N:17][NH:18][C:19]([C:21]3[CH:30]=[CH:29][C:24]([C:25]([O:27]C)=[O:26])=[C:23]([N+:31]([O-:33])=[O:32])[CH:22]=3)=[O:20])[CH3:16])[C:10]=2[OH:34])[CH:5]=[CH:6][C:7]=1[Cl:8].[OH-].[Na+]>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([CH3:14])[N:12]=[C:11]([C:15](=[N:17][NH:18][C:19]([C:21]3[CH:30]=[CH:29][C:24]([C:25]([OH:27])=[O:26])=[C:23]([N+:31]([O-:33])=[O:32])[CH:22]=3)=[O:20])[CH3:16])[C:10]=2[OH:34])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 72360099HCID 72360099, compound

Product 1

HCID 723600584-[(2-{1-[5-(3,4-dichlorophenyl)-4-hydroxy-1-methyl-1H-pyrazol-3-yl]ethylidene}hydrazino)carbonyl]-2-nitrobenzoic acidYield 66.3%

Procedure

From methyl 4-[(2-{1-[5-(3,4-dichlorophenyl)-4-hydroxy-1-methyl-1H-pyrazol-3-yl]ethylidene}hydrazino)carbonyl]-2-nitrobenzoate (0.40 mmol, 200 mg) and 1 M sodium hydroxide aqueous solution (1.98 mL, 1.98 mmol), 130.5 mg of the desired product was obtained in the same manner as in Synthetic Example 58 as a yellow solid (yield 67%).

Sources & evidence

ORD record: ord-244dffda1d884b6481f2d6c87c55e93d
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576115B2

Reaction notes

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