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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514923Generated: November 4, 2026

Methyl 4-aminobenzoate → Methyl 4-amino-3-iodobenzoate

https://huagongshe.com/reaction/1514923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-aminobenzoateHCID 12082—
ReactantTrimethylbenzylammonium DichloroiodateHCID 56924451—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-amino-3-iodobenzoateHCID 4104649—

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of 4-amino-benzoic acid methyl ester (1 g) in 10 mL of acetic acid and 10 mL of CH2Cl2 was added benzyltrimethylammonium dichloroiodate (2.763 g) at ambient temperature. The reaction mixture was heated at 55° C. for 1.5 h. The reaction mixture was concentrated to give the crude 4-amino-3-iodo-benzoic acid methyl ester: MS (m/z) 278.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222248B2
Source datasetuspto-grants-2012_07
ORD IDord-e4de02b1bf7f4dcd936375031b15449f
Source noteuspto-grants-2012_07