Ethylenediamine → HCID 10390732, compound

HRID 1821963Notes

Reaction equation

HRID 1821963 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH:10]=[C:11]([Cl:13])[Cl:12])[CH:5]=[C:4]([Cl:14])[C:3]=1[O:15][CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23](I)=[CH:22][CH:21]=1.[NH:27]1[CH:31]=[CH:30][CH:29]=[CH:28]1.C(N)CN.[O-]P(OP(OP([O-])([O-])=O)([O-])=O)(=O)[O-].[K+].[K+].[K+].[K+].[K+]>O1CCOCC1.C(OCC)(=O)C.[Cu]I>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH:10]=[C:11]([Cl:13])[Cl:12])[CH:5]=[C:4]([Cl:14])[C:3]=1[O:15][CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([N:27]2[CH:31]=[CH:30][CH:29]=[CH:28]2)=[CH:22][CH:21]=1

Participants

8

Reactant 4

HCID 3301EthylenediamineHCID 8027PyrroleHCID 61695Pentapotassium TriphosphateHCID 18442679HCID 18442679, compound

Product 1

HCID 10390732HCID 10390732, compound

Reagents, catalysts & solvents 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

200 mg of 1,3-dichloro-5-(3,3-dichloro-allyloxy)-2-[3-(4-iodo-phenoxy)-propoxy]-benzene, 29 mg of pyrrole, 6.9 mg of copper(I) iodide, 2.2 mg of ethylenediamine and 155 mg of potassium triphosphate are stirred for 24 hours at 110° C. in 4 ml of dioxane. The reaction mixture is diluted with ethyl acetate and filtered. Concentration and purification over silica gel yield the title compound (compound 1.1).

Workup

  1. filtrationfiltered
  2. concentrationConcentration and purification over silica gel

Sources & evidence

ORD record
ord-8e6e362e26fb42629792730ee4e22fd8
Source dataset
uspto-grants-2009_10
Patent number
US07608631B2

Reaction notes

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