Cyanuric chloride → 1-(4,6-Dichloro-1,3,5-triazin-2-yl)piperidin-4-one

HRID 1513458Notes

Reaction equation

HRID 1513458 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].Cl.O.[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][C:13]1=O.C(=O)([O-])[OH:20].[Na+]>CC(C)=O.O>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([N:12]2[CH2:17][CH2:16][C:15](=[O:20])[CH2:14][CH2:13]2)[N:7]=1

Participants

6

Reactant 3

HCID 7954Cyanuric chlorideHCID 516892Sodium BicarbonateHCID 22021827Piperidone monohydrate hydrochloride

Product 1

HCID 866365201-(4,6-Dichloro-1,3,5-triazin-2-yl)piperidin-4-one

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

To magnetically stirred ice-water (72 mL) was added a solution of cyanuric chloride (2.2 g, 12 mmol) in acetone (48 mL), followed by piperidone monohydrate hydrochloride (1.8 g, 12 mmol) as a suspension in acetone (20 mL) and water (10 mL). To the mixture was added a suspension of sodium hydrogen carbonate (2.2 g, 24 mmol) in water (25 mL). The mixture was stirred at 0° C. for two hours. The title compound was collected by filtration, washed with water, and dried under vacuum.

Workup

  1. additionTo the mixture was added
  2. filtrationThe title compound was collected by filtration
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-b55af1fd27b144788c9666643dd5fb52
Source dataset
uspto-grants-2012_07
Patent number
US08217036B2

Reaction notes

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