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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84865Generated: October 25, 2026

3-Iodoaniline → 3-(1,3-Thiazol-2-yl)aniline

https://huagongshe.com/reaction/84865

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-IodoanilineHCID 12271—
Reactant2-(Tributylstannyl)-1,3-thiazoleHCID 2763259—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product3-(1,3-Thiazol-2-yl)anilineHCID 1101939096.7%

Reaction Conditions

Temperature115 °C

Reaction Steps

The mixture of 2-tributylstannylthiazole (1.57 mL, 5.00 mmol), 3-iodoaniline (0.50 mL, 4.16 mmol) and Pd(Ph3P)4 (465 mg, 0.4 mmol) in 50 mL toluene was degassed using Ar. The mixture was then stirred under Ar at 115° C. for 3 h. The mixture was concentrated and subjected to flash column (0 to 4.5% MeOH in DCM) to isolate 3-(thiazol-2-yl)aniline (709 mg, 95% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846928B2
Source datasetuspto-grants-2014_09
ORD IDord-c51138daaf1a414e9e63f0a20878fe55
Source noteuspto-grants-2014_09