Hydrochloric Acid → 3-(1H-tetrazol-1-yl)propanoic acid

HRID 414743Notes

Reaction equation

HRID 414743 reaction equation
[NH:1]1[CH:5]=[N:4][N:3]=[N:2]1.[C:6]([OH:10])(=[O:9])[CH:7]=[CH2:8].Cl>N1C=CC=CC=1.O>[N:1]1([CH2:8][CH2:7][C:6]([OH:10])=[O:9])[CH:5]=[N:4][N:3]=[N:2]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6581Acrylic AcidHCID 178418441HCID 178418441, compound

Product 1

HCID 12730343-(1H-tetrazol-1-yl)propanoic acid

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 962WaterSolvent

Procedure

4.5 g of tetrazole are stirred for 8 hours at 90° with 4.5 ml of acrylic acid and 15 drops of pyridine. After cooling, 150 ml of water are added to the reaction mixture and the whole is acidified with HCl (concentrated) and concentrated under reduced pressure in a rotary evaporator. The crystalline residue is digested three times with methyl ethyl ketone and the combined organic phases are dried over sodium sulphate. After concentration by evaporation, the crystalline residue is stirred with isopropanol/ether and filtered off.

Workup

  1. temperatureAfter cooling
  2. concentrationconcentrated under reduced pressure in a rotary evaporator
  3. dry with materialthe combined organic phases are dried over sodium sulphate
  4. concentrationAfter concentration
  5. customby evaporation
  6. filtrationfiltered off

Sources & evidence

ORD record
ord-31811c4067fa4e79932e274455c9a9d1
Source dataset
uspto-grants-1988_12
Patent number
US04794109

Reaction notes

Loading…