Acetic Acid → 1-iodo-2,3-dimethoxybenzene

Reaction equation

CO[C:3]1[CH:4]=[C:5]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)N.N([O-])=O.[Na+].Cl.[I-:17].[K+].[C:19]([OH:22])(=O)C>>[CH3:11][O:10][C:8]1[C:7]([O:22][CH3:19])=[C:5]([I:17])[CH:4]=[CH:3][CH:9]=1

Participants

Reactant 5

HCID 176Acetic Acid

HCID 313Hydrochloric Acid

HCID 4875Potassium Iodide

HCID 663013,5-Dimethoxyaniline

HCID 23668193Sodium Nitrite

Product 1

HCID 27593631-iodo-2,3-dimethoxybenzene

Procedure

converting 3,5-dimethoxyaniline into a diazonium salt thereof with using sodium nitrite in acetic acid in the presence of a hydrochloric acid, and reacting the product with potassium iodide to give dimethoxyiodobenzene;

Sources & evidence

ORD record: ord-e817abf4cc5c4384aa110159b18ed604
Source dataset: uspto-grants-2000_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06048842

Reaction notes

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