HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphoric Acid → N-[1-(3-bromo-2-thienyl)ethyl]-4-isopropylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | 3-Bromothiophene | HCID 13383 | — |
| Reactant | Paraldehyde | HCID 31264 | — |
| Reactant | Benzamide, 4-(1-methylethyl)- | HCID 69277 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-[1-(3-bromo-2-thienyl)ethyl]-4-isopropylbenzamide | HCID 19897911 | 17% |
Reaction Steps
3-Bromothiophene (8.15 g, 0.05 mol), paraldehyde (2.20 g, 0.017 mol) and 4-isopropylbenzamide (1.63 g, 0.01 mol) were added to a mixture of formic acid (6 ml) and 85% phosphoric acid (3 ml) and stirred at a room temperature for four hours. Water (50 ml) was added to the reaction mixture. The mixture was extracted with chloroform (50 ml), subjected to a silica gel column chromatography (eluent: chloroform) and recrystallized from chloroform/petroleum benzine (1:2) to obtain the entitled compound (0.6 g) as a colorless plate-shape crystal. Yield: 17.0%. Melting point: 133° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05117000 |
| Source dataset | uspto-grants-1992_05 |
| ORD ID | ord-8cad702cee3f4bffbf519ecb8a9ea6de |
| Source note | uspto-grants-1992_05 |