Nitrogen → HCID 14833063, compound

HRID 2372550Notes

Reaction equation

HRID 2372550 reaction equation
N#N.[N:3]1[C:10](Cl)=[N:9][C:7](Cl)=[N:6][C:4]=1Cl.[NH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.C([O-])([O-])=O.[Na+].[Na+].[NH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1.[OH-].[Na+]>CC(C)=O>[N:24]1([C:4]2[N:6]=[C:7]([N:24]3[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]3)[N:9]=[C:10]([N:12]3[CH2:17][CH2:16][N:15]([C:4]4[N:6]=[C:7]([N:24]5[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]5)[N:9]=[C:10]([N:24]5[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]5)[N:3]=4)[CH2:14][CH2:13]3)[N:3]=2)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1

Participants

8

Reactant 6

HCID 947NitrogenHCID 4837PiperazineHCID 7954Cyanuric chlorideHCID 8082PiperidineHCID 10340Sodium CarbonateHCID 14798Sodium Hydroxide

Product 1

HCID 14833063HCID 14833063, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

All operations are carried out in an N2 atmosphere. 0.5 mol of cyanuric chloride is added to a mixture of 300 ml of acetone and 200 g of ice, and 0.25 mol of each of piperazine and Na2CO3 as 8% strength by weight and 20% strength by weight aqueous solutions respectively are added simultaneously. During this addition, the reaction temperature is maintained at between minus 15° C. and 0° C. and the pH is maintained at between 5 and 7. The reaction mixture is stirred for 30 minutes and filtered with suction, and the residue is washed with water and suspended in 0.2 1 of water. 1 mol of piperidine and 1.05 mol of NaOH as 30% strength by weight aqueous solutions are subsequently added simultaneously dropwise at room temperature, and the mixture is refluxed for 20 hours. The reaction mixture is filtered with suction, and the residue is washed with water and dried. A finely crystalline, white powder is obtained.

Workup

  1. additionrespectively are added simultaneously
  2. additionDuring this addition
  3. temperaturethe pH is maintained at between 5 and 7
  4. filtrationfiltered with suction
  5. washthe residue is washed with water
  6. temperaturethe mixture is refluxed for 20 hours
  7. filtrationThe reaction mixture is filtered with suction
  8. washthe residue is washed with water
  9. customdried
  10. customA finely crystalline, white powder is obtained

Sources & evidence

ORD record
ord-13001c8efefb467b94c2969afbf765fd
Source dataset
uspto-grants-1992_03
Patent number
US05099017

Reaction notes

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