Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(Aminomethyl)aniline | HCID 178096 | — |
| Reactant | HCID 178503842 | HCID 178503842 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 178506181 | HCID 178506181 | 23% |
Reaction Steps
Under an atmosphere of nitrogen, sodium hydroxide (0.1 ml, solution in water, 20 mol/l, 2 mmol) was added to a solution of 2-aminobenzylamine (92 mg, 0.75 mmol) in DMSO (1 ml). After 30 min, a solution of (3-trifluoromethyl-phenyl)-dimethyl-dithiocarbonimidate (200 mg, 0.75 mmol) in DMSO (1 ml) was added, and the mixture was heated to 190° C. for 3 h. The title compound (50 mg, 23%, MS: m/e=292.1 [M+H+]) was isolated from the reaction mixture by preparative, reverse phase HPLC (YMC CombiPrep C18 column 50×20 mm, solvent gradient 5-95% CH3CN in 0.1% TFA(aq) over 6.0 min, λ=230 nm, flow rate 40 ml/min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07368454B2 |
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| Source dataset | uspto-grants-2008_05 |
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| ORD ID | ord-efc3365becc74a879d7331c0b7137304 |
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| Source note | uspto-grants-2008_05 |
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