Benzoic Acid → HCID 21313667, compound

HRID 1466186Notes

Reaction equation

HRID 1466186 reaction equation
[C:1]1([C:7]2OC(S)=[N:9][N:8]=2)C=CC=CC=1.[C:13]([OH:21])(=[O:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[OH-:22].[Na+]>O>[O:22]1[CH:1]=[C:7]([C:19]2[C:14]([C:13]([OH:21])=[O:20])=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:8]=[N:9]1

Participants

5

Reactant 3

HCID 243Benzoic AcidHCID 14798Sodium HydroxideHCID 178527944HCID 178527944, compound

Product 1

HCID 21313667HCID 21313667, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of men- phenyl-1,3,4-oxadiazole-2-thiol and a benzoic acid in water was added NaOH. After stirring at RT for 16 h, the reaction mixture's pH was adjusted to 2 upon addition of aqueous solution of HCI (10%). The precipitate was collected by filtration. The solid was dissolved in acetone and purified by MPLC (30-70% ethyl acetate in hexanes) to afford the corresponding oxadiazol-benzoic acid.

Workup

  1. additionthe reaction mixture's pH was adjusted to 2 upon addition of aqueous solution of HCI (10%)
  2. filtrationThe precipitate was collected by filtration
  3. dissolutionThe solid was dissolved in acetone
  4. custompurified by MPLC (30-70% ethyl acetate in hexanes)

Sources & evidence

ORD record
ord-6fce6d0a3c9f4f449eb6aa4f7b7da7c4
Source dataset
uspto-grants-2015_04
Patent number
US09000016B2

Reaction notes

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