HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanamide → benzyl 6-[(N-cyano-S-phenylsulphinimidoyl)methyl]-3-(furan-3-yl)-2-methoxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanamide | HCID 9864 | — |
| Reactant | Iodo benzene diacetate | HCID 12217721 | — |
| Reactant | Benzyl 3-(furan-3-yl)-2-methoxy-6-(phenylthiomethyl)benzoate | HCID 67107722 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | benzyl 6-[(N-cyano-S-phenylsulphinimidoyl)methyl]-3-(furan-3-yl)-2-methoxybenzoate | HCID 86677130 | 16.2% |
Reaction Steps
A solution of benzyl 3-(furan-3-yl)-2-methoxy-6-(phenylthiomethyl)benzoate (Intermediate 226, 0.96 g), cyanamide (0.19 g) and iodobenzene diacetate (0.79 g) in acetonitrile (20 ml) was stirred for 16 hours. The mixture was evaporated to dryness and the residue was purified by chromatography on silica eluting with ethyl acetate and DCM with a gradient of 0-5% to give benzyl 6-[(N-cyano-S-phenylsulphinimidoyl)methyl]-3-(furan-3-yl)-2-methoxybenzoate (0.17 g) as a colourless gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067905B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-f7e97643590841f9ba3653aa8ee557c3 |
| Source note | uspto-grants-2015_06 |