Piperazine → HCID 20146412, compound

HRID 570016Notes

Reaction equation

HRID 570016 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([N+:11]([O-:13])=[O:12])=[CH:4][N:3]=1.[NH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1>C(O)CCC>[N+:8]([C:7]1[C:2]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)=[N:3][CH:4]=[C:5]([N+:11]([O-:13])=[O:12])[CH:6]=1)([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 757382-Chloro-3,5-dinitropyridine

Product 1

HCID 20146412HCID 20146412, compoundYield 32.2%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

In n-butanol (20 ml), 1 g of 2-chloro-3,5-dinitropyridine and 2.1 g of anhydrous piperazine were refluxed for 2 hours. Thereafter, n-butanol was distilled off under reduced pressure, followed by extraction with 2N-NaOH and chloroform. The chloroform layer was washed with saturated saline and then dried with anhydrous magnesium sulfate. Under reduced pressure, chloroform was distilled off to obtain 0.4 g of the intended product (yield: 32%).

Workup

  1. distillationThereafter, n-butanol was distilled off under reduced pressure
  2. extractionfollowed by extraction with 2N-NaOH and chloroform
  3. washThe chloroform layer was washed with saturated saline
  4. dry with materialdried with anhydrous magnesium sulfate
  5. distillationUnder reduced pressure, chloroform was distilled off

Sources & evidence

ORD record
ord-7d83d2aad147414dba32621d48f870f1
Source dataset
uspto-grants-1988_03
Patent number
US04734418

Reaction notes

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