Ammonia → HCID 178525376, compound

HRID 1729664Notes

Reaction equation

HRID 1729664 reaction equation
C([N:8]1[C:12]([SH:13])=[C:11]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])[N:10]=[N:9]1)C1C=CC=CC=1.N.[Na]>>[C:16]([CH2:15][CH2:14][C:11]1[N:10]=[N:9][NH:8][C:12]=1[SH:13])([OH:18])=[O:17]

Participants

4

Reactant 3

HCID 222Ammonia2×HCID 5360545SodiumHCID 178525375HCID 178525375, compound

Product 1

HCID 178525376HCID 178525376, compound

Procedure

1-Benzyl-4carboxyethyl-1,2,3-triazole-5-thiol (1.1 g., 4 mmol.) is suspended in 50 ml. of anhydrous liquid ammonia and sodium is added until a permanent blue color results. The reaction mixture is allowed to stir for 40 minutes then allowed to warm to ambient temperature while the ammonia evaporates. The residue is triturated with ether and the solid formed is collected and dissolved in water. The aqueous solution is acidified and extracted with ethyl acetate. The extract is dried (MgSO4) and evaporated to dryness to give 4-(2-carboxyethyl)-1,2,3-triazol-5-thiol.

Workup

  1. customresults
  2. customevaporates
  3. customThe residue is triturated with ether
  4. customthe solid formed
  5. customis collected
  6. dissolutiondissolved in water
  7. extractionextracted with ethyl acetate
  8. dry with materialThe extract is dried (MgSO4)
  9. customevaporated to dryness

Sources & evidence

ORD record
ord-632ed37ef54347afa84154eaa2a10c9c
Source dataset
uspto-grants-1976_11
Patent number
US03989694

Reaction notes

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