Sodium Hydroxide → HCID 178526044, compound

HRID 46596Notes

Reaction equation

HRID 46596 reaction equation
[S:1]=[C:2]1[NH:6][N:5]=[C:4]([S:7][CH2:8][C:9]([O:11]CC)=[O:10])[NH:3]1.[OH-].[Na+]>>[S:1]=[C:2]1[NH:6][N:5]=[C:4]([S:7][CH2:8][C:9]([OH:11])=[O:10])[NH:3]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 178473174HCID 178473174, compound

Product 1

HCID 178526044HCID 178526044, compoundYield 75%

Procedure

A solution of 2.19 g. (10 mmol) of ethyl [(4,5-dihydro-5-thioxo-1H-1,2,4-triazol-3-yl)thio]acetate in 50 ml. of 5% sodium hydroxide was heated at reflux for 1 hour. After thorough cooling, the mixture was filtered, and the filtrate was washed with ethyl acetate. The aqueous layer was separated, acidified to pH 1 and extracted with ethyl acetate. The extract was evaporated in vacuo to dryness. The residue was crystallized from chloroform to give 1.43 g. (75% yield) of [(4,5-dihydro-5-thioxo-1H-1,2,4-triazol-3-yl)thio]acetic acid.

Workup

  1. temperatureat reflux for 1 hour
  2. filtrationAfter thorough cooling, the mixture was filtered
  3. washthe filtrate was washed with ethyl acetate
  4. customThe aqueous layer was separated
  5. extractionextracted with ethyl acetate
  6. customThe extract was evaporated in vacuo to dryness
  7. customThe residue was crystallized from chloroform
  8. customto give 1.43 g

Sources & evidence

ORD record
ord-4bff6fb974b94176a7780b2108143f66
Source dataset
uspto-grants-1979_11
Patent number
US04174324

Reaction notes

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