HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Isothiocyanate → 3-Benzyl-1-methyl-2-thioxoimidazolidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Isothiocyanate | HCID 2346 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Glycine, N-methyl-, methyl ester, hydrochloride (1:1) | HCID 83544 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 3-Benzyl-1-methyl-2-thioxoimidazolidin-4-one | HCID 21937629 | 99.9% |
Reaction Steps
To a solution of sarcosine methyl ester hydrochloride (0.56 g, 4.0 mmol) and DBU (0.60 mL, 4.0 mmol) in anhydrous ethanol added benzyl isothiocyanate (0.53 mL, 4.0 mmol). The resulting solution was heated at reflux 16 h, cooled, concentrated and chromatographed (silica gel, DCM) to give the title compound (0.88 g, quant.). 1H-NMR (CDCl3): δ 7.49–7.53 (2H, m), 7.28–7.35 (3H, m), 5.02 (2H, s), 4.03 (2H, s), 3.34 (3H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115640B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-31168669904348c2ad1445dc9aed39a1 |
| Source note | uspto-grants-2006_10 |