Hydrochloric Acid → HCID 178465639, compound

HRID 555607Notes

Reaction equation

HRID 555607 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[C:12](=[C:15]([NH:17][NH:18][C:19](=[O:30])[C:20]3[CH:25]=[CH:24][C:23]([C:26]([O:28]C)=[O:27])=[CH:22][CH:21]=3)[CH3:16])[C:11]([C:31]([F:34])([F:33])[F:32])=[N:10]2)[CH:5]=[CH:6][C:7]=1[CH3:8].[OH-].[Na+].Cl.O>CO>[CH3:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13](=[O:14])[C:12](=[C:15]([NH:17][NH:18][C:19](=[O:30])[C:20]3[CH:25]=[CH:24][C:23]([C:26]([OH:28])=[O:27])=[CH:22][CH:21]=3)[CH3:16])[C:11]([C:31]([F:33])([F:32])[F:34])=[N:10]2)[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 178498000HCID 178498000, compound

Product 1

HCID 178465639HCID 178465639, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

4-Methoxycarbonylbenzoic N′-(1-(1-(3,4-dimethylphenyl)-3-trifluoromethyl-5-oxo-1,5-dihydropyrazol-4-ylidene)-ethyl)-hydrazide (0.107 mmol, 50.7 mg) was dissolved in methanol (2 ml) and stirred with 1M aqueous sodium hydroxide (0.534 mmol, 0.534 ml) at room temperature for 2 hours and at 60° C. for 1.5 hours. Then, the reaction vessel was cooled to 0° C., and 1M hydrochloric acid (0.534 mmol, 0.534 ml) and water were added. The precipitated solid was collected by filtration with water and dried to obtain 4-carboxybenzoic N′-(1-(1-(3,4-dimethylphenyl)-3-trifluoromethyl-5-oxo-1,5-dihydropyrazol-4-ylidene)-ethyl)-hydrazide as a yellow solid (43.8 mg, 89%).

Workup

  1. filtrationThe precipitated solid was collected by filtration with water
  2. customdried

Sources & evidence

ORD record
ord-8334eb029e544c00b04d56e28fe4e273
Source dataset
uspto-grants-2011_11
Patent number
US08053453B2

Reaction notes

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