Cyanuric chloride → 2,4-Dichloro-6-[1-methylpropyl[2-(3,3,5,5-tetramethyl-2-oxo-1-piperazinyl)ethyl]amino]-1,3,5-triazine

HRID 1633372

Reaction equation

HRID 1633372 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].[CH3:10][CH:11]([NH:14][CH2:15][CH2:16][N:17]1[CH2:22][C:21]([CH3:24])([CH3:23])[NH:20][C:19]([CH3:26])([CH3:25])[C:18]1=[O:27])[CH2:12][CH3:13].C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O.O>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([N:14]([CH:11]([CH3:10])[CH2:12][CH3:13])[CH2:15][CH2:16][N:17]2[CH2:22][C:21]([CH3:23])([CH3:24])[NH:20][C:19]([CH3:25])([CH3:26])[C:18]2=[O:27])[N:7]=1

Participants

6

Reactant 3

HCID 7954Cyanuric chlorideHCID 10340Sodium CarbonateHCID 544717711-{2-[(Butan-2-yl)amino]ethyl}-3,3,5,5-tetramethylpiperazin-2-one

Product 1

HCID 537293342,4-Dichloro-6-[1-methylpropyl[2-(3,3,5,5-tetramethyl-2-oxo-1-piperazinyl)ethyl]amino]-1,3,5-triazine

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent3×

Procedure

In a 1 liter three-necked flask were placed 300 ml of water which was cooled to 1° C. 46.1 g (0.25 mole) of cyanuric chloride was dissolved in 240 ml acetone and added to the water in the flask. A white slurry formed which was stirred while adding to it dropwise, 63.9 g (0.25 mole) of 1-[2-(2-butylamino)ethyl]-3,3,5,5-tetramethyl-2-piperazinone in 60 ml acetone and 13.3 g of sodium carbonate in 60 ml water. The addition took about 30 min.

Workup

  1. customIn a 1 liter three-necked flask were placed
  2. customA white slurry formed which
  3. additionwhile adding to it dropwise
  4. additionThe addition

Sources & evidence

ORD record
ord-6ee7f5221a864cc1a0f49dac68adbbe3
Source dataset
uspto-grants-1984_10
Patent number
US04480092

Linked notes

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