HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-Benzothiazol-6-yl-4,4-dimethyl-imidazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Benzothiazol-6-yl-3-(2-chloro-1,1-dimethyl-ethyl)-urea | HCID 68789853 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Benzothiazol-6-yl-4,4-dimethyl-imidazolidin-2-one | HCID 59636166 | 77.35% |
Reaction Steps
1-Benzothiazol-6-yl-3-(2-chloro-1,1-dimethyl-ethyl)-urea (I-201a: 620 mg, 2.18 mmol) in dry THF (5 mL) was added dropwise to a stirred mixture of NaH (78 mg, 3.25 mmol) in dry THF (5 mL) under argon atmosphere over a period of 10 minutes at 0° C. The resulting reaction mixture was stirred at room temperature for 45 minutes. The reaction was monitored by TLC (5% MeOH in CHCl3). The reaction mixture was partitioned between chilled water and ethylacetate. The organic layer was dried over Na2SO4 and concentrated to afford 410 mg of the product (77.35% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263635B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-aa986820b8bf43229bfde4e3068ff46d |
| Source note | uspto-grants-2012_09 |