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

HRID 2103901Notes

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[S:25][C:24]([C:26]([O:28]C)=[O:27])=[CH:23][CH:22]=3)=[O:20])[CH3:16])[C:10]=2[OH:30])[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[S:25][C:24]([C:26]([OH:28])=[O:27])=[CH:23][CH:22]=3)=[O:20])[CH3:16])[C:10]=2[OH:30])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 72359955methyl 5-[(2-{1-[5-(3,4-dichlorophenyl)-4-hydroxy-1-methyl-1H-pyrazol-3-yl]ethylidene}hydrazino)carbonyl]-2-thiophenecarboxylate

Product 1

HCID 723599245-[(2-{1-[5-(3,4-dichlorophenyl)-4-hydroxy-1-methyl-1H-pyrazol-3-yl]ethylidene}hydrazino)carbonyl]-2-thiophenecarboxylic acidYield 78.6%

Procedure

From methyl 5-[(2-{1-[5-(3,4-dichlorophenyl)-4-hydroxy-1-methyl-1H-pyrazol-3-yl]ethylidene}hydrazino)carbonyl]-2-thiophenecarboxylate (200 mg, 0.43 mmol) and 1 M sodium hydroxide aqueous solution (2.13 mL, 2.13 mmol), 153.3 mg of the desired product was obtained in the same manner as in Synthetic Example 58 as a yellow solid (yield 84%).

Sources & evidence

ORD record: ord-d767adb1c9f54063b1d6853851eae5d2
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576115B2

Reaction notes

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