Ammonia → 5-oxo-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxamide

HRID 1005749Notes

Reaction equation

HRID 1005749 reaction equation
[O:1]=[C:2]1[C:7]([C:8](OCC)=[O:9])=[N:6][NH:5][C:4](=[S:13])[NH:3]1.[NH3:14]>C(O)C>[O:1]=[C:2]1[C:7]([C:8]([NH2:14])=[O:9])=[N:6][NH:5][C:4](=[S:13])[NH:3]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 2739070Ethyl 5-oxo-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxylate

Product 1

HCID 46485255-oxo-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 5 mL of ethanol is dissolved 0.1 g of ethyl 5-oxo-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxylate obtained according to the method described in literature (J. Am. Chem. Soc., 1956, 78, 1258-1259). At ambient temperature, gaseous ammonia is introduced into the solution for 30 minutes to saturate the solution with ammonia. After allowing the solution to stand at the same temperature as above for 15 hours, the resulting crystals are collected by filtration. The crystals thus collected are washed with three 5 mL portions of ethanol to obtain 0.05 g of 5-oxo-3-thioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxamide.

Workup

  1. customobtained
  2. concentrationto saturate the solution with ammonia
  3. customto stand at the same temperature as above for 15 hours
  4. filtrationthe resulting crystals are collected by filtration
  5. customThe crystals thus collected
  6. washare washed with three 5 mL portions of ethanol

Sources & evidence

ORD record
ord-fa70a609e5b64a6babb2bb891bfa7c0d
Source dataset
uspto-grants-2004_09
Patent number
US06787544B2

Reaction notes

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