HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878333Generated: November 2, 2026
Sodium Azide → 1-(Azidomethyl)cyclopropanecarbonitrile
https://huagongshe.com/reaction/1878333
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (1-Cyanocyclopropyl)methyl methanesulfonate | HCID 54220629 | — |
| Solvent | Formamide | HCID 713 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(Azidomethyl)cyclopropanecarbonitrile | HCID 86635132 | 68.5% |
Reaction Steps
A stirred mixture of (1-cyanocyclopropyl)methyl methanesulfonate (21.52 mmol, 3.77 g) and sodium azide (43.0 mmol, 2.80 g) in N,N-diemethyl formamide (40 mL) was heated to 120° C. for ˜18 hours. The mixture was allowed to cool and was diluted with water and ethyl acetate. The organic layer was separated, dried over sodium sulphate and concentrated under reduced pressure to give an oil. This oil was taken up in ether and washed with water, dried and concentrated under reduced pressure to give the intermediate 1-(azidomethyl)cyclopropanecarbonitrile (1.8 g) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08314091B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-4edaa6fcfe994d5b84eba45e5b8b845d |
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| Source note | uspto-grants-2012_11 |
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