HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyl bromide → 2-(2-(Butylthio)2-methylpropylamino]-1-(2-mercapto-2-methylpropylamino)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyl bromide | HCID 8002 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,2-Bis (2-Mercapto-2-methylpropylamino)benzene | HCID 9925851 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(2-(Butylthio)2-methylpropylamino]-1-(2-mercapto-2-methylpropylamino)benzene | HCID 10026859 | 23% |
Reaction Steps
1,2-Bis (2-mercapto-2-methylpropylamino)benzene (0.17 g, 6.1×10-4 mol, 120 M%) and 0.07 g (5.1×10-4 mol, 100 M%) 1- bromobutane were dissolved in 25 ml tetrahydrofuran (freshly distilled over Na). Sodium hydride (0.03 g, 6.25×10-4 mol, 102 M%) was then added. The mixture was stirred at room temperature under nitrogen for 3 hours. The reaction mixture was worked up as in Example 40. The product was isolated by radial chromatography on 1 mm silica plate, using hexane: ethyl acetate as the eluting solvent, giving 40 mg (23% yield) 2-(2-butylthio-2-methylpropylamino]-1-(2-mercapto-2-methylpropylamino)benzene as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05080884 |
| Source dataset | uspto-grants-1992_01 |
| ORD ID | ord-f3aad7585095476db321728c368faf1a |
| Source note | uspto-grants-1992_01 |