Chloroacetic Acid → Acetic acid, (3-phenyl-1,2,4-thiadiazol-5-yl)thio-

HRID 972370Notes

Reaction equation

HRID 972370 reaction equation
[SH:1][C:2]1[S:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:20][C:21]([OH:23])=[O:22]>O>[C:7]1([C:4]2[N:3]=[C:2]([S:1][CH2:20][C:21]([OH:23])=[O:22])[S:6][N:5]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 300Chloroacetic AcidHCID 11430Potassium CarbonateHCID 178527832HCID 178527832, compound

Product 1

HCID 36296Acetic acid, (3-phenyl-1,2,4-thiadiazol-5-yl)thio-Yield 51%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5-mercapto-3-phenyl-1,2,4-thiadiazole (76 parts), potassium carbonate (58 parts), chloroacetic acid (38 parts) and water (100 parts) was heated at reflux for 1 hour. The solution was filtered hot, cooled, acidified, and the solid separated to give (3-phenyl-1,2,4-thiadiazol-5-ylthio)acetic acid (50 parts, 51% yield), melting point 97° C.

Workup

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

Sources & evidence

ORD record
ord-0da77c8417494c6093a223f689123dc8
Source dataset
uspto-grants-1977_10
Patent number
USRE029439

Reaction notes

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