Sodium Hydroxide → 2-Nitro-4-[(2-{1-[5-(4-trifluoromethylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonyl]benzoic acid

HRID 2103889Notes

Reaction equation

[N+:1]([C:4]1[CH:13]=[C:12]([C:14]([NH:16][N:17]=[C:18]([C:20]2[C:24]([OH:25])=[C:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][CH:27]=3)[S:22][CH:21]=2)[CH3:19])=[O:15])[CH:11]=[CH:10][C:5]=1[C:6]([O:8]C)=[O:7])([O-:3])=[O:2].[OH-].[Na+]>>[N+:1]([C:4]1[CH:13]=[C:12]([C:14]([NH:16][N:17]=[C:18]([C:20]2[C:24]([OH:25])=[C:23]([C:26]3[CH:27]=[CH:28][C:29]([C:32]([F:35])([F:33])[F:34])=[CH:30][CH:31]=3)[S:22][CH:21]=2)[CH3:19])=[O:15])[CH:11]=[CH:10][C:5]=1[C:6]([OH:8])=[O:7])([O-:3])=[O:2]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 72359929Methyl 2-nitro-4-[(2-{1-[5-(4-trifluoromethylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino) carbonyl]benzoate

Product 1

HCID 723599892-Nitro-4-[(2-{1-[5-(4-trifluoromethylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonyl]benzoic acid

Procedure

From methyl 2-nitro-4-[(2-{1-[5-(4-trifluoromethylphenyl)-4-hydroxy-3-thienyl]ethylidene}hydrazino)carbonyl]benzoate (60.9 mg (0.12 mmol) and 0.2 M sodium hydroxide aqueous solution (1.26 mL, 0.25 mmol), 38.2 mg of the desired product was obtained in the same manner as in Synthetic Example 70 as a pale yellow solid (yield 65%).

Sources & evidence

ORD record: ord-2ce7041e23074ee283cecd8f863e0232
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576115B2

Reaction notes

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