Sodium Hydroxide → 1-(3-Chlorophenyl)-1H-1,2,4-triazole-3-carboxylic acid

HRID 334009Notes

Reaction equation

HRID 334009 reaction equation
C[O:2][C:3]([C:5]1[N:9]=[CH:8][N:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[CH:11]=2)[N:6]=1)=[O:4].[OH-].[Na+]>C1COCC1.O>[Cl:16][C:12]1[CH:11]=[C:10]([N:7]2[CH:8]=[N:9][C:5]([C:3]([OH:4])=[O:2])=[N:6]2)[CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 694601791-(3-chlorophenyl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester

Product 1

HCID 713019271-(3-Chlorophenyl)-1H-1,2,4-triazole-3-carboxylic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

14.8 g (62.3 mmol) 1-(3-chloro-phenyl)-1H-[1,2,4]-triazole-3-carboxylic acid methyl ester was taken up in 70 mL THF and treated with 40 mL 4M aqueous NaOH solution at RT for 12 h. The reaction mixture was diluted with water, THF was removed by distillation, ice water was added and the mixture was acidified with 4 M aqueous HCl solution. The precipitated was filtered off, washed with water and triturated with diethyl ether.

Workup

  1. customwas removed by distillation, ice water
  2. additionwas added
  3. filtrationThe precipitated was filtered off
  4. washwashed with water
  5. customtriturated with diethyl ether

Sources & evidence

ORD record
ord-e4d67e829e2d4b528419bf968f0a800a
Source dataset
uspto-grants-2014_11
Patent number
US08883789B2

Reaction notes

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