HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → {3-[5-(2-Methyl-benzoyl)-thiazol-2-ylamino]-propyl}-carbamic Acid tert-butyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromo-2'-methylacetophenone | HCID 12430676 | — |
| Reactant | [3-(3-Dimethylaminomethylene-thioureido)-propyl]-carbamic Acid tert-butyl Ester | HCID 72965844 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | {3-[5-(2-Methyl-benzoyl)-thiazol-2-ylamino]-propyl}-carbamic Acid tert-butyl Ester | HCID 20616905 | 76.9% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 613 mg (2.9 mmol) 2-methyl phenacylbromide (literature: WO9907666), 691 mg (2.4 mmol) [3-(3-Dimethylaminomethylene-thioureido)-propyl]-carbamic acid tert-butyl ester and 1 ml (7.2 mmol) NEt3 in 20 ml ethanol was heated to 100° C. for 16 h. The mixture was concentrated and purified by flash column chromatography on silica eluting with ethyl acetate/n-hexane 1/1. The combined product fractions were evaporated and 693 mg (77%) of the title compound (MS (m/e): 375.9 (MH+, 100%)) were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06686381B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-ac2081fbf8ed4e0a9cafc485b7ea5b97 |
| Source note | uspto-grants-2004_02 |