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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1176975Generated: October 25, 2026

P-Anisidine → 7-Methoxy-2H-benzo[e][1,2,4]thiadiazin-3(4H)-one 1,1-dioxide

https://huagongshe.com/reaction/1176975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantP-AnisidineHCID 7732—
ReactantChlorosulfonyl isocyanateHCID 70918—
ReactantAluminum(III) ChlorideHCID 6451240—
Product7-Methoxy-2H-benzo[e][1,2,4]thiadiazin-3(4H)-one 1,1-dioxideHCID 12528490—

Reaction Steps

Commercially available 4-methoxyaniline can be treated with chlorosulfonyl isocyanate followed by aluminum chloride to give the corresponding 7-methoxy-1,1-dioxo-1,4-dihydro-2H-1λ6-benzo[1,2,4]thiadiazin-3-one. Opening of the cyclic urea with a strong acid (e.g., sulfuric acid) gives the desired 2-amino-5-methoxy-benzenesulfonamide intermediate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842838B2
Source datasetuspto-grants-2010_11
ORD IDord-8c381e5f498348c58cfd587d347bcddc
Source noteuspto-grants-2010_11