Potassium Carbonate → HCID 28878555, compound

HRID 705419Notes

Reaction equation

HRID 705419 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-18fe3e5f96d74f81a08193be79a746f3
Source dataset
uspto-grants-2015_11
Patent number
US09174942B2

Reaction notes

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