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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283268Generated: October 31, 2026

Sodium Hydroxide → 2-Amino-5-methylbenzenesulfonamide

https://huagongshe.com/reaction/2283268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2H-1,2,4-Benzothiadiazin-3(4H)-one, 7-methyl-, 1,1-dioxideHCID 10081897—
SolventSulfuric AcidHCID 1118—
Product2-Amino-5-methylbenzenesulfonamideHCID 24558485%

Reaction Conditions

Temperature105 °C

Reaction Steps

A mixture of 7-methyl-1,1-dioxo-1,4-dihydro-2-H-benzo[1,2,4]thiadiazin-3-one (7.20 g, 36.36 mmol) in aqueous H2SO4 (50% v/v, 200 mL) was heated at 105° C. for 16 h. The clear solution was then cooled to 0° C. and neutralized using 5N NaOH. The product was extracted with ethyl acetate. The combined extracts were washed with water and concentrated under reduced pressure. The crude product was purified by flash column chromatography using ethyl acetate/hexane (1:1) to afford 4.5 g (85%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145380B2
Source datasetuspto-grants-2015_09
ORD IDord-d82b1a865f21419fb5aee0cd0d4e5618
Source noteuspto-grants-2015_09