Ammonia → HCID 10902369, compound

HRID 1955169Notes

Reaction equation

HRID 1955169 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.C([N:19]([CH2:22][CH3:23])CC)C.[NH3:24]>O.C(#N)C>[NH2:24][C:2]1[N:4]=[C:5]([NH:16][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[N:7]=[C:8]([NH:19][CH:22]2[CH2:23][CH2:12][CH2:11][CH2:10][CH2:15]2)[N:1]=1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 7954Cyanuric chlorideHCID 7965Cyclohexylamine2×HCID 8471Triethylamine

Product 1

HCID 10902369HCID 10902369, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6342AcetonitrileSolvent

Conditions

Temperature
10 °C

Procedure

In a four-necked flask equipped with a stirrer, a thermometer and a condenser, dissolved 18.4 g (0.1 mol) of cyanuric chloride and 50 ml of acetonitrile were dissolved at room temperatures while stirring, followed by cooling a system and adding dropwise a mixture containing 35 g of an ion-exchanged water, 9.9 g (0.1 mol) of cyclohexyl amine, and 10.1 g (0.1 mol) of triethyl amine over 2 hours while maintaining at a reaction temperature of not more than 5° C. After further stirring at 5° C. for 2 hours, 70 ml of 28% aqueous ammonia of was added dropwise, followed by stirring at 5° C. for 1 hour, at 20° C. for 1 hour, and at 50° C. for 2 hours. After that, temperature was elevated to 60° C., and 54.5 g (0.55 mol) of cyclohexyl amine was added and, further, the temperature was elevated to 70° C., followed by stirring for 3 hours. 180 g of an ion-exchanged water was added dropwise, followed by cooling to 10° C. while stirring. A crystal deposited was filtered and washed with a large quantity of an ion-exchanged water, followed by drying in vacuo to obtain 16.5 g of 2-amino-4,6-bis(monocyclohexyl-amino)-1,3,5-triazine which is in powder-state.

Workup

  1. customIn a four-necked flask equipped with a stirrer
  2. dissolutionwere dissolved at room temperatures
  3. temperatureby cooling a system
  4. additionadding dropwise a mixture
  5. temperaturewhile maintaining at a reaction temperature of not more than 5° C
  6. stirringAfter further stirring at 5° C. for 2 hours
  7. stirringby stirring at 5° C. for 1 hour, at 20° C. for 1 hour
  8. customwas elevated to 60° C.
  9. customwas elevated to 70° C.
  10. stirringby stirring for 3 hours
  11. stirringwhile stirring
  12. filtrationA crystal deposited was filtered
  13. washwashed with a large quantity of an ion-exchanged water
  14. customby drying in vacuo

Sources & evidence

ORD record
ord-fb8df600d09947fa9423fc62d26fea1d
Source dataset
uspto-grants-2000_09
Patent number
US06124381

Reaction notes

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