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

HRID 1988383Notes

Reaction equation

HRID 1988383 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-9196471553794b4c9811eeec797c7905
Source dataset
uspto-grants-2009_06
Patent number
US07553972B2

Reaction notes

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