Hydrochloric Acid → Methyl 2-chloro-5-(1H-tetrazol-1-yl)benzoate

HRID 1289968Notes

Reaction equation

HRID 1289968 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]=[N:14][N:13]=[N:12]2)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl.[CH3:17]O>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]=[N:14][N:13]=[N:12]2)=[CH:7][C:3]=1[C:4]([O:6][CH3:17])=[O:5]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 11299372-chloro-5-(1H-tetrazol-1-yl)benzoic acid

Product 1

HCID 709876Methyl 2-chloro-5-(1H-tetrazol-1-yl)benzoate

Procedure

A solution of 1.0 g of 2-chloro-5-(1-tetrazolyl)benzoic acid from Step A in 25 mL of methanol was saturated with HCl (gas) and stirred for 20 h. The solution was concentrated in vacuo, diluted with water and extracted twice with ether. The organic layers were washed with a portion of brine, combined, dried over sodium sulfate and evaporated to afford 1.0 g of title compound.

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. additiondiluted with water
  3. extractionextracted twice with ether
  4. washThe organic layers were washed with a portion of brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-7ef5bd244cf44d8bbf2af72760e63ab0
Source dataset
uspto-grants-1998_05
Patent number
US05750549

Reaction notes

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