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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3269Generated: October 23, 2026

2-Amino-4-methylpyridine → 2-(4-Methylpyridin-2-yl)-3-oxo-3h-benzo[d]isothiazole

https://huagongshe.com/en/reaction/3269

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-4-methylpyridineHCID 1533—
Reactant2-(Chlorothio)-benzoyl chlorideHCID 10910715—
SolventPyridineHCID 1049—
Product2-(4-Methylpyridin-2-yl)-3-oxo-3h-benzo[d]isothiazoleHCID 1587132737.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

Using the method of Fischer and Hurni (Arzneimittel Forsch., 1964;14:1301) 5.4 g (0.05 mol) of 2-amino-4-methylpyridine in 50 mL of pyridine at 10° C. was reacted with 10.3 g (0.05 mol) of 2-chlorosulfenylbenzoyl chloride. The mixture was heated to 50° C. and maintained at that temperature for 2 hours. The mixture was cooled to 25° C. and filtered. The solid was recrystallized from benzene to give 4.5 g of the title compound, mp 195°-196.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05733921
Source datasetuspto-grants-1998_03
ORD IDord-9a3df734465742dfad570b95ad696165
Source noteuspto-grants-1998_03