Hydrochloric Acid → HCID 178524267, compound

HRID 1354446Notes

Reaction equation

HRID 1354446 reaction equation
[C:1]1([C:7]2[NH:11][N:10]=[C:9]([C:12]3[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+].O1CCCC1.Cl>CO>[C:1]1([C:7]2[NH:11][N:10]=[C:9]([C:12]3[CH:13]=[CH:14][C:15]([C:16]([OH:18])=[O:17])=[CH:20][CH:21]=3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 178497601HCID 178497601, compound

Product 1

HCID 178524267HCID 178524267, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 4-(5-phenyl-1H-1,2,4-triazol-3-yl)benzoate (0.500 g), 1 M aqueous sodium hydroxide solution (5.4 ml), tetrahydrofuran (6 ml) and methanol (3 ml) was stirred at room temperature for 2 hrs. and heated under reflux for 2 hrs. After cooling, 1 M hydrochloric acid was added to acidify the reaction mixture. The crystals were collected by filtration to give 4-(5-phenyl-1H-1,2,4-triazol-3-yl)benzoic acid (0.380 g, yield 79%). Recrystallization from hexane-tetrahydrofuran gave colorless prism crystals. melting point: >300° C.

Workup

  1. temperatureand heated
  2. temperatureunder reflux for 2 hrs
  3. temperatureAfter cooling
  4. filtrationThe crystals were collected by filtration

Sources & evidence

ORD record
ord-d3c9d73cc7fa47c28b420e8573b75b3a
Source dataset
uspto-grants-2007_05
Patent number
US07223791B2

Reaction notes

Loading…