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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513806Generated: October 31, 2026

Tert-Butyl nitrite → 1-Methoxy-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

https://huagongshe.com/reaction/513806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-Butyl nitriteHCID 10906—
Reactant2-amino-N-(4-methoxy-quinolin-8-yl)benzenesulfonamideHCID 68182990—
SolventAcetic acid tetrahydrofuranHCID 23444217—
Product1-Methoxy-5H-6-thia-4,5-diaza-chrysene 6,6-dioxideHCID 681833766.7%

Reaction Conditions

Temperature5 °C

Reaction Steps

t-Butyl nitrite (120 μl, 1.1 mmol) added was added to a solution of 2-amino-N-(4-methoxy-quinolin-8-yl)benzenesulfonamide 571 (254 mg, 0.77 mmol) in AcOH/THF (1:1; 10 ml) at 0° C. and the mixture was stirred at 5° C. for 2 h. The crude residue was purified by column chromatography with DCM/MeOH (99:1) as the eluent followed by preparative HPLC (acidic conditions 1) to give the title compound (16 mg, 6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102688B2
Source datasetuspto-grants-2015_08
ORD IDord-91ea41c0ac4d48c6a43e16d3a76060ab
Source noteuspto-grants-2015_08