Reaction #2171027

ord-fae890e73e584ea99a96392548b8c5fb

Reaction equation

O=[N+]([O-])c1c(Br)n[nH]c1Br
3,5-dibromo-4-nitropyrazole
O=C([O-])[O-].[K+].[K+]
potassium carbonate
[I-].[K+]
potassium iodide
BrCc1cccc(CBr)c1
α, α′-dibromo-m-xylene
→
O=[N+]([O-])c1c(Br)nn(Cc2cccc(Cn3nc(Br)c([N+](=O)[O-])c3Br)c2)c1Br
1,3-bis-(3,5-dibromo-4-nitropyrazol-1-yl-methyl)benzene

Reactants

O=[N+]([O-])c1c(Br)n[nH]c1Br
3,5-dibromo-4-nitropyrazole
O=C([O-])[O-].[K+].[K+]
potassium carbonate
[I-].[K+]
potassium iodide
BrCc1cccc(CBr)c1
α, α′-dibromo-m-xylene

Reagents

None

Solvents

O
water
CN(C)C=O
dimethyl formamide

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperatureto cool
  2. 2
    FiltrationThe precipitate is filtered
  3. 3
    Washwashed with water
  4. 4
    Otherdried in vacuum

Procedure

13.54 g of 3,5-dibromo-4-nitropyrazole, 11.1 g potassium carbonate, 0.8 g of potassium iodide and 6.6 g α, α′-dibromo-m-xylene are heated to 100° C. in 40 ml of dimethyl formamide. After 50 minutes the reaction mixture is allowed to cool and poured into 400 ml water. The precipitate is filtered, washed with water and dried in vacuum.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06716257B2uspto-grants-2004_04