HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-Bis(methylthio)-2-nitroethylene → N-{2-[({5-[(Dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}-1-(methylsulfanyl)-2-nitroethen-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-Bis(methylthio)-2-nitroethylene | HCID 83623 | — |
| Reactant | 5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine | HCID 162203 | — |
| Solvent | Trichloroethylene | HCID 6575 | — |
| Product | N-{2-[({5-[(Dimethylamino)methyl]furan-2-yl}methyl)sulfanyl]ethyl}-1-(methylsulfanyl)-2-nitroethen-1-amine | HCID 53427435 | 79.9% |
Reaction Steps
2-[[[5-(Dimethylamino)methyl-2-furanyl]methyl]-thio]ethylamine (21.4 g; 0.1 mol) dissolved in trichloroethylene (200 ml) was added to a solution of 1-nitro-2,2-bis(methylthio)ethene (16.5 g; 0.1 mol), during about 30 minutes, under boiling. Boiling was continued for a further 90 minutes, then solvent was evaporated off under reduced pressure and the residue was chromatographed on silica gel, eluting with petroleum ether/dichloromethane. The product was already pure enough for the subsequent step (26.5 g; 79.9% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04634701 |
| Source dataset | uspto-grants-1987_01 |
| ORD ID | ord-d38d25985b2446b3aaf4f28e5d407bc2 |
| Source note | uspto-grants-1987_01 |