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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1730559Generated: November 2, 2026

3-Chloroaniline → N-(3-chloro-phenyl)-4-hydroxy-2H-naphtho[2,1-e]1,2-thiazine-3-carboxamide-1,1-dioxide

https://huagongshe.com/reaction/1730559

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ChloroanilineHCID 7932—
Reactant4-hydroxy-2H-naphtho[2,1-e]-1,2thiazine-3-carboxylic acid methyl ester-1,1-dioxideHCID 54719390—
SolventO-XyleneHCID 7237—
ProductN-(3-chloro-phenyl)-4-hydroxy-2H-naphtho[2,1-e]1,2-thiazine-3-carboxamide-1,1-dioxideHCID 54695941—

Reaction Steps

A mixture consisting of 1 gm (3.3 millimols) of 4-hydroxy-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acid methyl ester-1,1-dioxide, 0.5 gm (4 millimols) of 3-chloroaniline and 200 ml of anhydrous xylene was refluxed for 25 hours in a Soxhlet apparatus equippedwith a 4-A-molecular sieve. Upon cooling, the desired product crystallized out. Yield: 0.9 gm (68% of theory); m.p. 262° C (decomp.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03992535
Source datasetuspto-grants-1976_11
ORD IDord-03b518b5688749ff91a70d224b518411
Source noteuspto-grants-1976_11