HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Bromo-5-[(3-methoxyphenyl)thio]thiophene-2-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Methoxybenzenethiol | HCID 84989 | — |
| Reactant | 4,5-Dibromothiophene-2-carbaldehyde | HCID 813164 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Bromo-5-[(3-methoxyphenyl)thio]thiophene-2-carbaldehyde | HCID 86631587 | — |
Reaction Steps
To a solution of 4,5-dibromothiophene-2-carbaldehyde (1.0 g) in N,N-dimethylformamide (10 mL) were added potassium carbonate (665 mg) and 3-methoxybenzenethiol (571 mg) at room temperature. After stirring at room temperature overnight, water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=19:1→7:1) to give the title compound as a pale-yellow crude oil (yield 1.30 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334301B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-42044a88884941bb851bb2346bbbdb37 |
| Source note | uspto-grants-2012_12 |