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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 631866Generated: October 31, 2026

Hydrochloric Acid → HCID 178527452, compound

https://huagongshe.com/reaction/631866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTributyltin ChlorideHCID 15096—
ReactantSodium AzideHCID 33557—
ReactantHCID 68296403HCID 68296403—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDimethylformamideHCID 6228—
ProductHCID 178527452HCID 1785274525%

Reaction Conditions

Temperature220 °C

Reaction Steps

Tri-n-butyl tin chloride (0.16 mL) was added to a solution of sodium azide (0.039 g) in DMF (0.6 mL) and the mixture was stirred for 5 minutes. Tetra-butyl ammonium bromide (0.0065 g) was then added, followed by N-(1-cyano-5,6,7,8-tetrahydronaphthalen-2-yl)benzenesulfonamide (Intermediate 1, 0.177 g). The mixture was heated by microwave irradiation at 220° C. for 1 hour. The solution was then acidified with 1N hydrochloric acid and the products were extracted into DCM, dried with magnesium sulfate and filtered. The filtrate was evaporated to dryness and the residue was purified by preparative HPLC (C18). The fractions containing the desired product were combined, and the solvent was removed by evaporation to give the title compound as a beige solid (0.01 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321740B2
Source datasetuspto-grants-2016_04
ORD IDord-c9e28d41af594154b24334a6db0551f5
Source noteuspto-grants-2016_04