HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylethylenediamine → N1-methyl-N1-(thiazol-5-yl)ethane-1,2-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylethylenediamine | HCID 8014 | — |
| Reactant | 5-Bromothiazole | HCID 546059 | — |
| Catalyst | Copper | HCID 23978 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | N1-methyl-N1-(thiazol-5-yl)ethane-1,2-diamine | HCID 69129233 | 6.7% |
Reaction Steps
37 mg (0.6 mmol) copper and 172 mg (1.7 mmol) copper(I) chloride were added to a solution of 1.15 ml (10.5 mmol) 5-bromothiazol and 5.6 ml (63.0 mmol) N-methyl-ethylene-diamine in isopropanol (6 ml). Heating was subsequently performed for 1 h to 70° C. Concentration was subsequently performed in a vacuum. The residue was received with brine (40 ml) and DCM (20 ml) and the phases were separated. The organic phase was dried over MgSO4, filtered and concentrated in a vacuum. CC (DCE/EtOH/conc. NH4OH 5:1:0.06) was performed with the residue, whereby 104 mg (0.7 mmol, 6%) N1-methyl-N1-(thiazol-5-yl)ethane-1,2-diamine was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008304B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-02051aa624294f4fbce10c78d3492fcc |
| Source note | uspto-grants-2011_08 |