Ethylenediamine → HCID 18442700, compound

HRID 2219109Notes

Reaction equation

HRID 2219109 reaction equation
C(N)CN.P([O-])([O-])([O-])=O.[K+].[K+].[K+].[Cl:13][C:14]1[CH:19]=[C:18]([O:20][CH2:21][CH:22]=[C:23]([Cl:25])[Cl:24])[CH:17]=[C:16]([Cl:26])[C:15]=1[O:27][CH2:28][CH2:29][CH2:30][O:31][C:32]1[CH:37]=[CH:36][C:35](I)=[CH:34][CH:33]=1.[O:39]1[CH2:43][CH2:42][NH:41][C:40]1=[O:44]>O1CCOCC1.[Cu]I>[Cl:13][C:14]1[CH:19]=[C:18]([O:20][CH2:21][CH:22]=[C:23]([Cl:25])[Cl:24])[CH:17]=[C:16]([Cl:26])[C:15]=1[O:27][CH2:28][CH2:29][CH2:30][O:31][C:32]1[CH:37]=[CH:36][C:35]([N:41]2[CH2:42][CH2:43][O:39][C:40]2=[O:44])=[CH:34][CH:33]=1

Participants

7

Reactant 4

HCID 3301EthylenediamineHCID 62657Potassium Phosphate, TribasicHCID 739492-OxazolidinoneHCID 18442679HCID 18442679, compound

Product 1

HCID 18442700HCID 18442700, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 312751,4-DioxaneSolvent

Procedure

7 mg of copper(I) iodide, 2 mg of ethylenediamine and 155 mg of tripotassium phosphate are added, under argon, to a solution of 200 mg of 1,3-dichloro-5-(3,3-dichloro-allyloxy)-2-[3-(4-iodophenoxy)-propoxy]-benzene and 38 mg of 2-oxazolidinone in 4 ml of dioxane. After 17 hours at 110° C. the reaction mixture is filtered and concentrated. Purification over silica gel yields the title compound (compound 29.3).

Workup

  1. filtrationAfter 17 hours at 110° C. the reaction mixture is filtered
  2. concentrationconcentrated
  3. customPurification over silica gel

Sources & evidence

ORD record
ord-427f77b989554c8aa88ea1287fbf882e
Source dataset
uspto-grants-2008_08
Patent number
US07414064B2

Reaction notes

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