Water → 2,2'-(Piperazine-1,4-diyl)bis(4,6-dichloro-1,3,5-triazine)

HRID 1590959Notes

Reaction equation

HRID 1590959 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[N:7]1[C:14]([Cl:15])=[N:13][C:11]([Cl:12])=[N:10][C:8]=1Cl.C(=O)([O-])[O-].[Na+].[Na+].O>C1(C)C=CC=CC=1>[Cl:12][C:11]1[N:13]=[C:14]([Cl:15])[N:7]=[C:8]([N:1]2[CH2:6][CH2:5][N:4]([C:8]3[N:7]=[C:14]([Cl:15])[N:13]=[C:11]([Cl:12])[N:10]=3)[CH2:3][CH2:2]2)[N:10]=1

Participants

6

Reactant 4

HCID 962WaterHCID 4837PiperazineHCID 7954Cyanuric chlorideHCID 10340Sodium Carbonate

Product 1

HCID 197683402,2'-(Piperazine-1,4-diyl)bis(4,6-dichloro-1,3,5-triazine)Yield 73.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Piperazine (8.0 g, 92.9 mmol) is added over a 20 minute period to a mixture of 34.3 g (186 mmol) of cyanuric chloride, 19.7 g of sodium carbonate, 80 ml of water and 200 ml of toluene maintained at a temperature of 5°-10° C. The reaction mixture is stirred for 3 hours at ambient temperature. The precipitate is filtered and washed with water and toluene to obtain 26.0 g (73% yield) of N,N'-bis-(2,4-dichloro-1,3,5-triazin-6-yl)piperazine.

Workup

  1. temperaturemaintained at a temperature of 5°-10° C
  2. filtrationThe precipitate is filtered
  3. washwashed with water and toluene

Sources & evidence

ORD record
ord-f617113631bc4bd6b2e4680fad2a0c9e
Source dataset
uspto-grants-1993_04
Patent number
US05204473

Reaction notes

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