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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840290Generated: October 30, 2026

Hydrochloric Acid → HCID 178458216, compound

https://huagongshe.com/reaction/840290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium AzideHCID 33557—
ReactantTriethylazanium chlorideHCID 12698378—
Reactant6-[N-(5-Bromo-2-propoxybenzyl)-N-ethylamino]-3-cyanopyridazineHCID 22622520—
SolventDimethylacetamideHCID 31374—
ProductHCID 178458216HCID 17845821687%

Reaction Conditions

Temperature110 °C

Reaction Steps

6-[N-(5-Bromo-2-propoxybenzyl)-N-ethylamino]-3-cyanopyridazine (reference example 18) (1.0 g, 2.67 mmol), was dissolved in DMA (15 ml) and treated with sodium azide (520 mg, 8.0 mmol) followed by triethylammonium chloride (550 mg, 4.0 mmol) and the mixture heated at 110° C. for 3 hours. The solution was poured 2M hydrochloric acid (50 ml), extracted with ethyl acetate and dichloromethane (100 ml of each) and the combined extracts washed with water (3×100 ml), dried over MgSO4 and concentrated in vacuo. Addition of ether and hexane precipitated a solid which was triturated with acetonitrile/toluene to give the title compound (965mg, 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06365603B1
Source datasetuspto-grants-2002_04
ORD IDord-7f2f43fd57604e68a0bca62d754f675d
Source noteuspto-grants-2002_04