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

HRID 2037123Notes

Reaction equation

HRID 2037123 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-02f61b9998ae46ada6398289c4257bdf
Source dataset
uspto-grants-2013_11
Patent number
US08575159B2

Reaction notes

Loading…