Hydrochloric Acid → 3-Bromo-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carboxylic acid azide
Reaktionsgleichung
Cl.[Br:2][C:3]1[CH:19]=[N:18][C:6]2[NH:7][C:8]3[CH:13]=[N:12][C:11]([C:14]([NH:16][NH2:17])=[O:15])=[CH:10][C:9]=3[C:5]=2[CH:4]=1.[N:20]([O-])=O.[Na+].C(=O)(O)[O-].[Na+]>O>[Br:2][C:3]1[CH:19]=[N:18][C:6]2[NH:7][C:8]3[CH:13]=[N:12][C:11]([C:14]([N:16]=[N+:17]=[N-:20])=[O:15])=[CH:10][C:9]=3[C:5]=2[CH:4]=1Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
Hydrogen chloride (3.0 mL, 90 mmol) was added dropwise to a suspension of 3-bromo-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carboxylic acid hydrazide (530 mg, 1.73 mmol) in water (12.4 mL). Once homogeneous, the solution was cooled to 0° C. and a solution of 3N sodium nitrite in water (0.60 mL, 2.0 mmol) was added to the mixture. After 1 h, added another 1.03 eq. of 3N sodium nitrite in water (0.60 mL, 2.0 mmol) and allowed the reaction to warm to ambient temperature over night. After 17 h at room temperature, the reaction was cooled to 0° C. and a solution of 3N sodium nitrite in water (0.60 mL, 2.0 mmol) was added and then warmed to room temperature. The reaction was made basic with a solution of saturated sodium bicarbonate, and the solid precipitate was collected by filtration, washed with water, and dried in a dessicator under vacuum to provide a solid material that was 70% pure by LCMS analysis.
Aufarbeitung
- customthe reaction
- temperatureto warm to ambient temperature over night
- waitAfter 17 h at room temperature
- temperaturethe reaction was cooled to 0° C.
- temperaturewarmed to room temperature
- filtrationthe solid precipitate was collected by filtration
- washwashed with water
- customdried in a dessicator under vacuum
- customto provide a solid material that
Quellen und Nachweise
- ORD-Eintrag
- ord-6d726af9c6c846dcb52a4f4cc8c40a26
- Quelldatensatz
- uspto-grants-2013_08
- Patentnummer
- US08501765B2
Notizen zur Reaktion
Wird geladen…