Hydrochloric Acid → HCID 178433887, compound

HRID 555622Notes

Reaction equation

HRID 555622 reaction equation
[OH-].[Na+].[C:3]([C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:17](=[O:18])[C:16](=[C:19]([NH:21][NH:22][C:23](=[O:37])[C:24]3[CH:29]=[CH:28][C:27]([C:30]([O:32]C)=[O:31])=[C:26]([N+:34]([O-:36])=[O:35])[CH:25]=3)[CH3:20])[C:15]([CH3:38])=[N:14]2)=[CH:9][CH:8]=1)([CH3:6])([CH3:5])[CH3:4].Cl>CO>[C:3]([C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:17](=[O:18])[C:16](=[C:19]([NH:21][NH:22][C:23](=[O:37])[C:24]3[CH:29]=[CH:28][C:27]([C:30]([OH:32])=[O:31])=[C:26]([N+:34]([O-:36])=[O:35])[CH:25]=3)[CH3:20])[C:15]([CH3:38])=[N:14]2)=[CH:9][CH:8]=1)([CH3:4])([CH3:5])[CH3:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178498002methyl 4-[[1-[1-(4-tert-butylphenyl)-3-methyl-5-oxopyrazol-4-ylidene]ethylamino]carbamoyl]-2-nitrobenzoate

Product 1

HCID 178433887HCID 178433887, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1M aqueous sodium hydroxide (460 μL, 0.46 mmol) was added to a solution of 4-methoxycarbonyl-3-nitrobenzoic N′-(1-(1-(4-tert-butylphenyl)-3-methyl-5-oxo-1,5-dihydropyrazol-4-ylidene)-ethyl)-hydrazide (45.5 mg, 0.092 mmol) in methanol (1.5 mL) and the mixture was stirred at room temperature for 7 hours. After adding 1 M hydrochloric acid (460 μL, 0.46 mmol), the precipitate was filtered to give the title compound (24.3 mg, 55%) as a yellow solid.

Workup

  1. filtrationthe precipitate was filtered

Sources & evidence

ORD record
ord-76432d88c0e94b7e8ea53c9eb44d1b10
Source dataset
uspto-grants-2011_11
Patent number
US08053453B2

Reaction notes

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