Water → HCID 10915698, compound

HRID 366850Notes

Reaction equation

HRID 366850 reaction equation
[N:1]1[C:8](Cl)=[N:7][C:5](Cl)=[N:4][C:2]=1Cl.[CH:10]1([NH2:16])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.O>O1CCOCC1>[CH:10]1([NH:16][C:2]2[N:4]=[C:5]([NH:16][CH:10]3[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]3)[N:7]=[C:8]([NH:16][CH:10]3[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]3)[N:1]=2)[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 962WaterHCID 7954Cyanuric chlorideHCID 7965Cyclohexylamine2×

Product 1

HCID 10915698HCID 10915698, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

18.5 g (0.1 mol.) of cyanuric chloride were dissolved in 400 mL of 1,4-dioxane. The mixture solution was warmed to 50° C. While stirring, the warmed solution was dropwise added with 60.2 g (0.6 mol.) of cyclohexylamine over two hours in such a manner that the reaction temperature did not raise over 50° C. While continuing further stirring, the temperature was raised to 85° C. and 60.2 g (0.61 mol.) of cyclohexylamine by keeping the temperature. Thereafter, the temperature was again raised and the reaction was carried out at the reaction temperature of 95° C. for six hours. 230 g of water were added to the reaction solution so that the temperature did not fall less than 90° C. and then, cooled. to the room temperature while stirring. Product was separated, from the reaction solution through filtration and washed with each 150 mL of water four times. The filtered product was dried at 70° C. for six hours under vacuum to obtain 34.2 g of 2,4,6-tris(cyclohexylamino)-1,3,5-triazine (yield: 225° C.)

Workup

  1. temperaturedid not raise over 50° C
  2. temperaturethe temperature was raised to 85° C.
  3. temperatureThereafter, the temperature was again raised
  4. customdid not fall less than 90° C.
  5. temperaturecooled
  6. stirringto the room temperature while stirring
  7. customProduct was separated, from the reaction solution through filtration
  8. washwashed with each 150 mL of water four times
  9. customThe filtered product was dried at 70° C. for six hours under vacuum

Sources & evidence

ORD record
ord-a4770487c90847279a07019891e467db
Source dataset
uspto-grants-2000_10
Patent number
US06130332

Reaction notes

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