Cyanuric chloride → 4,6-dichloro-2-ethoxycarbonylmethylamino-S-triazine

HRID 375772Notes

Reaction equation

HRID 375772 reaction equation
[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].Cl.[NH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].C(=O)(O)[O-].[Na+]>O1CCOCC1>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([NH:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:7]=1

Participants

5

Reactant 3

HCID 7954Cyanuric chlorideHCID 516892Sodium BicarbonateHCID 2723640Glycine ethyl ester, hydrochloride

Product 1

HCID 147462614,6-dichloro-2-ethoxycarbonylmethylamino-S-triazine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

36.9 g of cyanuric chloride, 27.9 g of ethyl glycinate hydrochloride and 33.6 g of sodium bicarbonate were heated under reflux in 200 ml of dioxane for 30 minutes. At the end of this time, the dioxane was removed by distillation under reduced pressure, and a mixture of ethyl acetate and water was added to the resulting residue, after which the mixture was shaken.

Workup

  1. customAt the end of this time, the dioxane was removed by distillation under reduced pressure
  2. additiona mixture of ethyl acetate and water
  3. additionwas added to the resulting residue

Sources & evidence

ORD record
ord-bd7a9204833e44b8adfa2e160635c080
Source dataset
uspto-grants-1996_01
Patent number
US05486556

Reaction notes

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