HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840290Generated: October 30, 2026
Hydrochloric Acid → HCID 178458216, compound
https://huagongshe.com/reaction/840290
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Triethylazanium chloride | HCID 12698378 | — |
| Reactant | 6-[N-(5-Bromo-2-propoxybenzyl)-N-ethylamino]-3-cyanopyridazine | HCID 22622520 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 178458216 | HCID 178458216 | 87% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06365603B1 |
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| Source dataset | uspto-grants-2002_04 |
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| ORD ID | ord-7f2f43fd57604e68a0bca62d754f675d |
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| Source note | uspto-grants-2002_04 |
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