Potassium Carbonate → HCID 28878555, compound

HRID 404249Notes

Reaction equation

HRID 404249 reaction equation
[I:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].C([O-])([O-])=O.[K+].[K+].[Cl:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20]Br)=[CH:18][CH:17]=1>C(#N)C.C(OCC)(=O)C>[Cl:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][NH:4][C:3]2[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=2[I:1])=[CH:18][CH:17]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 119952-IodoanilineHCID 693291-(Bromomethyl)-4-chlorobenzene

Product 1

HCID 28878555HCID 28878555, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2-iodoaniline (280 mg, 1.82 mmol) in acetonitrile (6 mL) was added K2CO3 (212 mg, 1.54 mmol) and 4-chlorobenzyl bromide (276 mg, 1.34 mmol). After refluxing overnight under a nitrogen atmosphere, the reaction mixture was diluted with ethyl acetate and filtered. The solvent was removed under reduced pressure and the crude product was used in next step.

Workup

  1. temperatureAfter refluxing overnight under a nitrogen atmosphere
  2. filtrationfiltered
  3. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-2ed401f872b24a7a87e5e372a3f5c3c4
Source dataset
uspto-grants-2014_06
Patent number
US08748469B2

Reaction notes

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