HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 136380450, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3,5-Dibromosalicylaldehyde | HCID 7024 | — |
| Reactant | P-Toluenesulfonylhydrazide | HCID 15303 | — |
| Reactant | 4-(4-Carboxyphenyl)-3-thiosemicarbazide | HCID 2757378 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 136380450 | HCID 136380450 | 42.3% |
Reaction Steps
A solution of 4-(4-carboxyphenyl)-3-thiosemicarbazide (25 mg, 0.12 mmol) and 3,5-dibromo-2-hydroxybenzaldehyde (40 mg, 0.144 mmol) in dimethylsulfoxide (1 mL) was shaken with 4 Å molecular sieves for 18 h. Dimethylformamide (1 mL) was added, followed by PS-TsNHNH2 resin (80 mg, 0.230 mmol), shaking continued for 24 h, then the resin filtered off. The solution was chromatographed by reverse phase HPLC (CombiPrep ODS-A, 10–90% acetonitrile/water+0.1% trifluoroacetic acid) to give the title compound (24 mg, 42%) as a solid. MS (ES−) m/e 470, 472, 474 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07241783B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-075aa30ca32c4db284198b22d8e8eee1 |
| Source note | uspto-grants-2007_07 |