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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2075708Generated: October 27, 2026

hydroxylamine-O-sulfonic acid → 7-Bromo-[1,2,4]triazolo[1,5-a]quinoline

https://huagongshe.com/reaction/2075708

Reaction equation

Participants

RoleNameHCIDCharge
Reactanthydroxylamine-O-sulfonic acidHCID 76284—
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant6-Bromoquinolin-2-amineHCID 11183666—
SolventDimethylformamideHCID 6228—
Product7-Bromo-[1,2,4]triazolo[1,5-a]quinolineHCID 58257795—

Reaction Conditions

Temperature130 °C

Reaction Steps

8a (497 mg, 2.46 mmol) and dimethoxymethyldimethylamine (1 mL) were combined in DMF (5 mL) and heated to 130° C. for 1 hour. The reaction was concentrated and redissolved in MeOH (5 mL) and pyridine (400 mg). Hydroxylamine-O-sulfonic acid (282 mg, 2.49 mmol) was added, and the mixture was stirred at room temperature for 3 days. The solution was concentrated and poured into water, and the resulting solid was filtered and dried to give the desired product, 8b.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919621B2
Source datasetuspto-grants-2011_04
ORD IDord-71450a1d309f4490b06142bc19084c68
Source noteuspto-grants-2011_04