Hydrogen Bromide → HCID 136395945, compound

HRID 2294171Notes

Reaction equation

HRID 2294171 reaction equation
N([O-])=O.[Na+].Cl.N[C:7]1[CH:8]=[CH:9][C:10]2[C:11]3[N:12]([C:18](=[O:21])[NH:19][N:20]=3)[C:13](=[O:17])[NH:14][C:15]=2[CH:16]=1.[BrH:22]>O.[Cu]Br>[Br:22][C:7]1[CH:8]=[CH:9][C:10]2[C:11]3[N:12]([C:18](=[O:21])[NH:19][N:20]=3)[C:13](=[O:17])[NH:14][C:15]=2[CH:16]=1

Participants

6

Reactant 3

HCID 260Hydrogen BromideHCID 23668193Sodium NitriteHCID 136395946HCID 136395946, compound

Product 1

HCID 136395945HCID 136395945, compoundYield 24%

Reagents, catalysts & solvents 2

HCID 24593copper(I) bromideCatalystHCID 962WaterSolvent

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 hydrochloride in 5 ml of 48% hydrobromic acid. The mixture was stirred at 0° C. for 1 hr. and then 132 mg (0.99 mmol) of copper(I) bromide in 2 ml of water were added dropwise. After stirring at RT for 16 hrs. the precipitate was filtered off, washed with methanol and dried in a vacuum. 57 mg (24%) of 8-bromo-2,3,5,6-tetrahydro-1,2,4-triazolo[4,3-c]quinazoline-3,5-dione were obtained as yellowish crystals;

Workup

  1. stirringAfter stirring at RT for 16 hrs
  2. filtrationthe precipitate was filtered off
  3. washwashed with methanol
  4. customdried in a vacuum

Sources & evidence

ORD record
ord-87ea0e0905194184821b4c1a26d56e4a
Source dataset
uspto-grants-1997_11
Patent number
US05688803

Reaction notes

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