HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfolane → 7-hydroxy-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfolane | HCID 31347 | — |
| Reactant | 2,3-Diaminophenol | HCID 579937 | — |
| Reactant | 2-Chloro-6-(trifluoromethyl)nicotinic acid | HCID 2778210 | — |
| Solvent | Water | HCID 962 | — |
| Product | 7-hydroxy-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one | HCID 66901669 | — |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A mixture of 2,3-diaminophenol (79 g, 0.64 mol), 2-chloro-6-(trifluoromethyl)nicotinic acid (100 g, 0.44 mol) and sulfolane (1 L) was heated under nitrogen at 150° C. overnight. After cooling to rt, the reaction mixture was poured into water. The precipitate was collected by filtration, and was re-dissolved in EtOAc, washed with water and brine, dried over MgSO4, filtered and concentrated to give 7-hydroxy-2-(trifluoromethyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153626B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-aaf4f17719cc4809b94fe37e85d0708c |
| Source note | uspto-grants-2012_04 |