Hydrochloric Acid → 2-Chloro-5-(2H-[1,2,3]triazol-4-yl)-benzoic acid

HRID 456885Notes

Reaction equation

HRID 456885 reaction equation
C[O:2][C:3](=[O:16])[C:4]1[CH:9]=[C:8]([C:10]2[CH:14]=[N:13][NH:12][N:11]=2)[CH:7]=[CH:6][C:5]=1[Cl:15].[OH-].[K+].Cl>CO>[Cl:15][C:5]1[CH:6]=[CH:7][C:8]([C:10]2[CH:14]=[N:13][NH:12][N:11]=2)=[CH:9][C:4]=1[C:3]([OH:16])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 588181912-Chloro-5-(2H-[1,2,3]triazol-4-yl)-benzoic acid methyl ester

Product 1

HCID 184386552-Chloro-5-(2H-[1,2,3]triazol-4-yl)-benzoic acidYield 83.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a solution of 2-chloro-5-(2H-[1,2,3]triazol-4-yl)-benzoic acid methyl ester (0.095 g, 0.4 mmol) in methanol (2 mL) was added potassium hydroxide (0.25 g). The mixture was shaken at room temperature for 12 h. The mixture was diluted with methanol and acidified with HCl (2 mL, 6M). The mixture was concentrated in vacuo, diluted with water and sonicated. The solids were collected by filtration and washed with hexanes to afford the title compound (0.075 g).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. additiondiluted with water
  3. customsonicated
  4. filtrationThe solids were collected by filtration
  5. washwashed with hexanes

Sources & evidence

ORD record
ord-d374b67a55a2461282f8bd990dcc0692
Source dataset
uspto-grants-2007_03
Patent number
US07186742B2

Reaction notes

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