Hypofluorous acid, trifluoromethyl ester → 3-fluoro-7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one

HRID 224367

Reaktionsgleichung

Reaktionsgleichung von HRID 224367
[F:1][C:2]1(C(O)=O)[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])[C:6]2[CH:16]=[C:17]([Cl:20])[CH:18]=[CH:19][C:5]=2[NH:4][C:3]1=[O:21].ClC1C=CC=CC=1C1C2C=C(Cl)C=CC=2NC(=O)C(C(O)=O)N=1.C(OF)(F)(F)F>N1C=CC=CC=1>[F:1][CH:2]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])[C:6]2[CH:16]=[C:17]([Cl:20])[CH:18]=[CH:19][C:5]=2[NH:4][C:3]1=[O:21]

Komponenten

5

Edukt 3

HCID 78989Hypofluorous acid, trifluoromethyl esterHCID 23332610Dirazepic acidHCID 233326873-fluoro-5-o-chlorophenyl-7-chloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one-3-carboxylic acid

Produkt 1

HCID 131259933-fluoro-7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

3.7 g. of 3-fluoro-5-o-chlorophenyl-7-chloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one-3-carboxylic acid, obtainable from 5-o-chlorophenyl-7-chloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one-3-carboxylic acid and CF3OF, in 50 ml. of pyridine are boiled for 1 hour with 0.5 g. of CuO. The mixture is cooled, poured onto ice and filtered to give 3-fluoro-5-o-chlorophenyl-7-chloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one, m.p. 211° (decomposition).

Aufarbeitung

  1. temperatureThe mixture is cooled
  2. additionpoured onto ice
  3. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-3354ae5334104c5188fa9d11bfab739d
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04232016

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