HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Bromo-4-oxo-4,5-dihydrothieno[3,2-c]quinoline-7-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 50941660 | HCID 50941660 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-Bromo-4-oxo-4,5-dihydrothieno[3,2-c]quinoline-7-carbonitrile | HCID 57500691 | 84% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
4-oxo-4,5-dihydrothieno[3,2-c]quinoline-7-carbonitrile (1.0 eq, 350 mg, 1.55 mmol) was mixed with N-bromosuccinimide (1.1 eq, 303 mg, 1.70 mmol) in acetic acid (4 ml). The mixture was stirred at 100° C. for 4 hours. The mixture was cooled down to 80° C., more NBS (303 mg) was added and the mixture stirred overnight. Water was added and the material filtered and dried. Trituration in methanol and filtration afforded 2-bromo-4-oxo-4,5-dihydrothieno[3,2-c]quinoline-7-carbonitrile as a grey solid (396 mg, 84% yield). LCMS (ES)>80% pure, m/z 305 [M]+, 307 [M+2]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168651B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-a0ac42475f4e4611b593af103d41323d |
| Source note | uspto-grants-2012_05 |