HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 35177757, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Butanoic acid, 2-[bis(methylthio)methylene]-3-oxo-, ethyl ester | HCID 4997384 | — |
| Reactant | Benzenecarboximidamide, monoacetate | HCID 12238987 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 35177757 | HCID 35177757 | 60.7% |
Reaction Steps
To a solution of ethyl 2-(bis(methylthio)methylene)-3-oxobutanoate (500 mg, 2 mmol) in ethanol was added benzamidine acetate (732 mg, 6 mmol) and triethyl amine (1.41 mL) and the reaction mixture was refluxed overnight. The reaction mixture was concentrated and partitioned between ethyl acetate and water and the organic layer washed with water and dried over Na2SO4 and the solvent evaporated in vacuum. The crude product was purified by column chromatography over silica gel using 1% ethyl acetate in petroleum ether as eluent to give the desired product (350 mg). 1H-NMR 400 Hz (CDCl3): δ 8.50 (d, J=7.6 Hz, 2H), 7.50-7.46 (m, 3H), 4.45 (q, J=7.2 Hz, 2H), 2.67 (s, 3H), 2.65 (s, 3H), 1.44 (t, J=7.2 Hz, 3H); MS m/z 288.7 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09382277B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-7cc380c8dd94472d8ddbc567fbf4f0ef |
| Source note | uspto-grants-2016_07 |