HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Hexanethiol → Hexylsulfanylmaleimide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Hexanethiol | HCID 8106 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 3-bromo-2,5-dihydro-1H-pyrrole-2,5-dione | HCID 11819550 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Hexylsulfanylmaleimide | HCID 66927222 | 86% |
Reaction Steps
To bromomaleimide (300 mg, 1.69 mmol) and sodium acetate (138 mg, 1.69 mmol) in methanol (60 mL) was added hexanethiol (356 μL, 2.50 mmol). After 5 minutes solvent removed in vacuo and purification by flash chromatography (10% ethyl acetate in petroleum ether) afforded 2,3 dihexanethiosuccinimide as a bright yellow paste (13 mg, 0.04 mmol) in 2% and hexylsulfanylmaleimide as a cream powder (alkene 310 mg, 1.46 mmol) in 86% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09295729B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-870ed8da190e4d6b8d717297f4760fa3 |
| Source note | uspto-grants-2016_03 |