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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1005696Generated: October 30, 2026

Dimethylformamide → HCID 22674164, compound

https://huagongshe.com/reaction/1005696

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-Chloro-5-pyridinesulfonyl chlorideHCID 2792792—
ReactantSodium methanethiolateHCID 4378561—
Reactant8-Bromoquinolin-3-amineHCID 22674161—
SolventPyridineHCID 1049—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 22674164HCID 2267416427%

Reaction Steps

White crystals (197 mg, 0.556 mmol) were obtained in the same manner as in Example 1, except using 100 mg (0.56 mmol) of 3-amino-8-bromoquinoline (Preparation Example 5) and 142 mg (0.67 mmol) of 2-chloro-5-pyridinesulfonyl chloride. To the crystals (60 mg, 0.17 mmol) were added dimethylformamide (1 ml), pyridine (1 ml) and sodium thiomethoxide (111 mg, 1.6 mmol), followed by stirring at room temperature for 3 hours. TO the reaction mixture was added brine, followed by extracting with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated. The resulting residue was purified by silica gel chromatography, to give 62 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06787534B2
Source datasetuspto-grants-2004_09
ORD IDord-f631e972daf34bb6bbcf6e5d0df22fa4
Source noteuspto-grants-2004_09