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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513624Generated: October 30, 2026

Acetic Acid → 9-chloro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

https://huagongshe.com/reaction/513624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTert-Butyl nitriteHCID 10906—
Reactant2-Amino-4-chloro-N-quinolin-8-yl-benzenesulfonamideHCID 16759955—
SolventTetrahydrofuranHCID 8028—
Product9-chloro-5H-6-thia-4,5-diaza-chrysene 6,6-dioxideHCID 1675993314%

Reaction Steps

In the similar fashion using route 16 general procedure 61, using 2-amino-4-chloro-N-quinolin-8-yl-benzenesulfonamide (Intermediate 292) (150 mg, 0.45 mmol), t-butyl nitrite (0.08 ml, 0.67 mmol), AcOH (1.5 ml) and THF (1.5 ml) gave the title compound (20 mg, 14%) after purification by column chromatography with DCM/MeOH (99.7:0.3) as the eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102688B2
Source datasetuspto-grants-2015_08
ORD IDord-4f8cb15e94f549f7a5190137da19d432
Source noteuspto-grants-2015_08