HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1585485Generated: October 23, 2026
Water → benzyl N-[4-(2-azidoethyl)piperidine-1-carboximidoyl]carbamate
https://huagongshe.com/en/reaction/1585485
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 2-[1-(N-phenylmethoxycarbonylcarbamimidoyl)piperidin-4-yl]ethyl methanesulfonate | HCID 140379084 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | benzyl N-[4-(2-azidoethyl)piperidine-1-carboximidoyl]carbamate | HCID 140379074 | — |
Reaction Steps
In 100 ml of dimethylformamide was dissolved 4.4 g (0.0115 mmol) of crude 1-benzyloxycarbonylamidino-4-mesyloxyethyl piperidine and 4.5 g (0.069 mol) of sodium azide was added. The mixture was heated at 100° C. for 2.5 h. It was then poured into water and extracted with ethyl acetate three times. The combined organic phase was washed with water, dried (Na2SO4) and evaporated. The residue was flash chromatographed on silica gel using ethyl acetate/heptane 1/1 as eluent. Yield: 3.0 g (79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05939392 |
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| Source dataset | uspto-grants-1999_08 |
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| ORD ID | ord-d4f1906b43774552872a2795754939db |
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| Source note | uspto-grants-1999_08 |
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