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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413321Generated: October 30, 2026

Stannous chloride dihydrate → 6-Hydrazino-4-trifluoromethylquinolin-2(1H)-one

https://huagongshe.com/reaction/413321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStannous chloride dihydrateHCID 61436—
Reactant6-amino-4-trifluoromethylquinolin-2(1H)-oneHCID 16090308—
ReactantSodium NitriteHCID 23668193—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
Product6-Hydrazino-4-trifluoromethylquinolin-2(1H)-oneHCID 9899584—

Reaction Conditions

Temperature-1 °C

Reaction Steps

In a 250 mL rb flask a suspension of Compound 200 (structure 3 of Scheme XXXIII) (2.28 g, 10 mmol) in 10 mL conc. HCl was cooled to −1° C. and a solution of NaNO2 (0.40 g, 12 mmol) in water (5 mL) was added dropwise in 20 min. The dark yellow suspension was stirred at −1° C. for 1 h and then a solution of SnCl2.2H2O (5.2 g, 15 mmol) in conc HCl (10 mL) was added dropwise in 10 min. The light yellow suspension of Compound 793 was stirred at −1° C. for 2 h and then used directly or kept in a refrigerator at −1° C. until it was used (the crude compound can be stored for at least one month without decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06566372B1
Source datasetuspto-grants-2003_05
ORD IDord-df995ebb137641fabda1b22f9d46205d
Source noteuspto-grants-2003_05