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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513601Generated: October 29, 2026

Tert-Butyl nitrite → 9-methoxy-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

https://huagongshe.com/reaction/513601

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-Butyl nitriteHCID 10906—
Reactant2-Amino-4-methoxy-N-quinolin-8-yl-benzenesulfonamideHCID 16759517—
Product9-methoxy-5H-6-thia-4,5-diaza-chrysene 6,6-dioxideHCID 1675995412.5%

Reaction Steps

In a similar fashion using route 16 general procedure 36, 2-amino-4-methoxy-N-quinolin-8-yl-benzenesulfonamide (Example Compound 13) (60 mg, 0.18 mmol) and tert-butylnitrite (32 μl, 0.27 mmol) gave the title compound (7 mg, 10%) after purification by column chromatography with DCM as the eluent followed by a further column with heptane/EtOAC (9:1-0:1) gradient elution and then preparative HPLC (acidic conditions).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102688B2
Source datasetuspto-grants-2015_08
ORD IDord-fe929f42e6484782b1c0cb2353c7aab7
Source noteuspto-grants-2015_08