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

HRID 2063164Notes

Reaction equation

HRID 2063164 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-67fb3c7ce7ff40ee92cbcd6709fbce14
Source dataset
uspto-grants-2012_10
Patent number
USRE043748E1

Reaction notes

Loading…