2-Chlorobenzoic Acid → HCID 19939437, Verbindung

HRID 36274

Reaktionsgleichung

Reaktionsgleichung von HRID 36274
[CH2:1]([C:5]1[N:6]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]3[CH:33]=[C:32]([CH2:34][CH3:35])[CH:31]=[CH:30][C:29]=3[S:36](=[O:39])(=[O:38])[NH2:37])=[CH:24][CH:23]=2)[C:7](=[O:20])[N:8]([C:10]2[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=2[Cl:19])[N:9]=1)[CH2:2][CH2:3][CH3:4].[Cl:40][C:41]1[CH:49]=[CH:48][CH:47]=[CH:46][C:42]=1[C:43](O)=[O:44].C1N=CN(C(N2C=NC=C2)=O)C=1.C1CCN2C(=NCCC2)CC1>>[CH2:1]([C:5]1[N:6]([CH2:21][C:22]2[CH:23]=[CH:24][C:25]([C:28]3[CH:33]=[C:32]([CH2:34][CH3:35])[CH:31]=[CH:30][C:29]=3[S:36](=[O:39])(=[O:38])[NH:37][C:43](=[O:44])[C:42]3[CH:46]=[CH:47][CH:48]=[CH:49][C:41]=3[Cl:40])=[CH:26][CH:27]=2)[C:7](=[O:20])[N:8]([C:10]2[CH:15]=[C:14]([N+:16]([O-:18])=[O:17])[CH:13]=[CH:12][C:11]=2[Cl:19])[N:9]=1)[CH2:2][CH2:3][CH3:4]

Komponenten

5

Edukt 4

HCID 83742-Chlorobenzoic AcidHCID 682631,1'-CarbonyldiimidazoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 19939385HCID 19939385, Verbindung

Produkt 1

HCID 19939437HCID 19939437, VerbindungAusbeute 80 %

Versuchsvorschrift

The reaction of 5-n-butyl-2-[2-chloro-5-nitrophenyl]-2,4-dihydro-4-[(2'-sulfamoyl-5'-ethylbiphenyl-4-yl)methyl]-3H-1,2,4-triazol-3-one (from Step B) with 2-chlorobenzoic acid (3 equivalents), CDI (3 equiv), and DBU (3 equiv) was carried out according to the procedure of Example 51 to give an 80% yield of the title compound as a yellow solid; minor impurity by TLC in 95:5 CH2Cl2 --MeOH but suitable for use without further purification; mass spectrum (FAB) m/e 708 (M+1)+.

Quellen und Nachweise

ORD-Eintrag
ord-98cd46f231d44f5a84b9fc66d736a8f3
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05411980

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