Chloroacetic Acid → HCID 21403818, compound

HRID 972368Notes

Reaction equation

HRID 972368 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]=[C:11]([SH:13])[O:10][N:9]=2)=[CH:4][CH:3]=1.Cl[CH2:15][C:16]([OH:18])=[O:17].C(=O)([O-])[O-].[K+].[K+]>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]=[C:11]([S:13][CH2:15][C:16]([OH:18])=[O:17])[O:10][N:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 300Chloroacetic AcidHCID 11430Potassium CarbonateHCID 178527838HCID 178527838, compound

Product 1

HCID 21403818HCID 21403818, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-(p-chlorophenyl)-5-mercapto-1,2,4-oxadiazole (106 parts), chloroacetic acid (48 parts), potassium carbonate (75 parts) and water (100 parts) was heated at reflux for one hour. The solution was filtered hot, cooled, acidified and the solid separated to give [3-(p-chlorophenyl)-1,2,4-oxadiazol-5-ylthio]acetic acid (91 parts, 67% yield), melting point 112°-114° C. (as monohydrate).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for one hour
  3. filtrationThe solution was filtered hot
  4. temperaturecooled
  5. customthe solid separated

Sources & evidence

ORD record
ord-6d6fcfb8e6a34a44a7a5b5dec4d73e6d
Source dataset
uspto-grants-1977_10
Patent number
USRE029439

Reaction notes

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