Sodium Iodide → HCID 136395948, compound

HRID 2294172Notes

Reaction equation

HRID 2294172 reaction equation
N([O-])=O.[Na+].N[C:6]1[CH:7]=[CH:8][C:9]2[C:10]3[N:11]([C:17](=[O:20])[NH:18][N:19]=3)[C:12](=[O:16])[NH:13][C:14]=2[CH:15]=1.[I-:21].[Na+]>C(O)(=O)C.S(=O)(=O)(O)O.O>[I:21][C:6]1[CH:7]=[CH:8][C:9]2[C:10]3[N:11]([C:17](=[O:20])[NH:18][N:19]=3)[C:12](=[O:16])[NH:13][C:14]=2[CH:15]=1

Participants

7

Reactant 3

HCID 5238Sodium IodideHCID 23668193Sodium NitriteHCID 136395947HCID 136395947, compound

Product 1

HCID 136395948HCID 136395948, compoundYield 53.3%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

63.8 mg (0.92 mmol) of sodium nitrite were added at 0° C. to a suspension of 210 mg (0.83 mmol) of 8-amino-2,3,5,6-tetrahydro-1,2,4-triazolo[4,3-c]quinazoline-3,5-dione in 10 ml of acetic acid and 10 ml of sulphuric acid. The reaction mixture was stirred at 0° C. for 1 hr. Subsequently, 2.49 g (16.6 mmol) of sodium iodide in 10 ml of water were added dropwise and the mixture was stirred at RT for a further 1 hr. The precipitate was filtered off, the brown crystals were suspended in 10 ml of 5% sodium thiosulphate solution, filtered off and dried in a vacuum. 145 mg (53%) of 8-iodo-2,3,5,6-tetrahydro-1,2,4-triazolo[4,3-c]quinazoline-3,5-dione were obtained as brownish crystals;

Workup

  1. stirringthe mixture was stirred at RT for a further 1 hr
  2. filtrationThe precipitate was filtered off
  3. filtrationfiltered off
  4. customdried in a vacuum

Sources & evidence

ORD record
ord-2a2b1dbb5aec4cfcba70bb818f7a526e
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

Loading…