Sulfuric Acid → N-(3-bromo-4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl) [1,2,4]triazol-5-ylmethyl)indole-2-carboxamide
Reaktionsgleichung
[Br:1][C:2]1[N:6]2[C:7]3[S:21][C:20]([CH2:22][CH3:23])=[CH:19][C:8]=3[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:18])=[N:10][CH2:11][C:5]2=[N:4][N:3]=1.S(=O)(=O)(O)O.C(=O)([O-])[OH:30].[Na+].[NH:34]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH:36]=[C:35]1[C:43](Cl)=[O:44]>C(Cl)(Cl)Cl>[Br:1][C:2]1[N:6]([C:7]2[S:21][C:20]([CH2:22][CH3:23])=[CH:19][C:8]=2[C:9](=[O:30])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[Cl:18])[C:5]([CH2:11][NH:10][C:43]([C:35]2[NH:34][C:42]3[C:37]([CH:36]=2)=[CH:38][CH:39]=[CH:40][CH:41]=3)=[O:44])=[N:4][N:3]=1Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
9-Bromo-4-(2-chlorophenyl)-2-ethyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine (1.0 g) was added to 2M sulfuric acid (26.5 ml), and the mixture was stirred at 80° C. overnight. Sodium hydrogencarbonate was added to the reaction mixture to make the mixture alkaline. Chloroform and indole-2-carbonyl chloride were added, and the mixture was stirred at room temperature for 1.5 hours. The obtained crystals were filtered and washed with ethyl acetate to give 0.196 g of N-(3-bromo-4-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl) [1,2,4]triazol-5-ylmethyl)indole-2-carboxamide.
Aufarbeitung
- stirringthe mixture was stirred at room temperature for 1.5 hours
- filtrationThe obtained crystals were filtered
- washwashed with ethyl acetate
Quellen und Nachweise
- ORD-Eintrag
- ord-7f8e78b59ae244438656eda8002df5eb
- Quelldatensatz
- uspto-grants-1998_06
- Patentnummer
- US05760032
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