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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276905Generated: November 1, 2026

Stannous Chloride → 4-(6-Methoxy-1,3-benzothiazol-2-yl)aniline

https://huagongshe.com/reaction/2276905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous ChlorideHCID 24479—
Reactant6-Methoxy-2-(4-nitrophenyl) benzothiazoleHCID 10660852—
SolventEthanolHCID 702—
Product4-(6-Methoxy-1,3-benzothiazol-2-yl)anilineHCID 39187099.8%

Reaction Steps

SnCl2 (5.798 g, 30.58 mmol) was added to 2-(4-nitrophenyl)-6-methoxybenzothiazole (41, 1.459 g, 5.10 mmol) obtained in step 2 dissolved in ethanol (300 mL). The resulting reaction mixture was refluxed for 4 hours under a nitrogen atmosphere and the solvent was removed under reduced pressure. Then, the remaining mixture was dissolved in ethyl acetate and, after washing with 1N NaOH aqueous solution (50 mL) and water (100 mL), water was removed using sodium sulfate. After removing the solvent by distilling under reduced pressure, 2-(4-aminophenyl)-6-methoxybenzothiazole (43, 1.305 g, 99%) was yielded as a yellow solid without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133143B2
Source datasetuspto-grants-2015_09
ORD IDord-a641fa5f040748288ce6b9fda580470f
Source noteuspto-grants-2015_09