HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 2-bromothieno[2,3-c]furan-6(4H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 67515777 | HCID 67515777 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-bromothieno[2,3-c]furan-6(4H)-one | HCID 67516504 | — |
Reaction Steps
In a 50 mL round bottom flask, 5-bromo-3-(hydroxymethyl)thiophene-2-carboxylic acid (140 mg, 0.59 mmol) and N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride (113 mg, 0.59 mmol, 1.0 eq) were dissolved in DCM (5 mL) The solution was stirred at r.t. for 1 hr, concentrated and purified by flash column chromatography to give desired product. LC-MS (IE, m/z): 221.2 [M+1]+. 1H NMR (500 MHz, CDCl3, δ in ppm): 7.1 (1H, aromatic), 5.2 (2H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056859B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-360bea5723c3499da47ccc3db9d821db |
| Source note | uspto-grants-2015_06 |