Hydrochloric Acid → HCID 21105739, compound

HRID 1354468Notes

Reaction equation

HRID 1354468 reaction equation
FC(F)(F)C([NH:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=1[C:16]1[O:20][N:19]=[C:18]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[N:17]=1)[C:9]([O:11]C)=[O:10])=O.[OH-].[Na+].Cl>O1CCCC1>[NH2:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=1[C:16]1[O:20][N:19]=[C:18]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[N:17]=1)[C:9]([OH:11])=[O:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22934562HCID 22934562, compound

Product 1

HCID 21105739HCID 21105739, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of methyl 3-trifluoroacetylamino-4-[3-(4-trifluoromethylphenyl)-1,2,4-oxadiazol-5-yl]benzoate (0.800 g), 1 M aqueous sodium hydroxide solution (5.1 ml) and tetrahydrofuran (10 ml) was stirred at room temperature for 1 hr. After cooling, 1 M hydrochloric acid was added to acidify the reaction mixture. The crystals were collected by filtration to give 3-amino-4-[3-(4-trifluoromethylphenyl)-1,2,4-oxadiazol-5-yl]benzoic acid (0.570 g, yield 97%). Recrystallization from hexane-tetrahydrofuran gave colorless prism crystals. melting point: >300° C.

Workup

  1. temperatureAfter cooling
  2. filtrationThe crystals were collected by filtration

Sources & evidence

ORD record
ord-476b39add64f41408f5502e67e2a0302
Source dataset
uspto-grants-2007_05
Patent number
US07223791B2

Reaction notes

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