Phenylacetonitrile → 2-Amino-5-iodobenzophenone

HRID 75249

Reaktionsgleichung

Reaktionsgleichung von HRID 75249
[I:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][CH:3]=1.C1(CC#N)C=CC=CC=1.N[C:21]1[CH:34]=[CH:33][C:32](Cl)=[CH:31][C:22]=1[C:23](C1C=CC=CC=1)=[O:24].N1C2C=CC=CC=2C=CC=N1.C(OP(Cl)(=O)OCC)C.[H-].[Na+].[N+](CC(OCC)=O)#[C-]>>[NH2:8][C:5]1[CH:6]=[CH:7][C:2]([I:1])=[CH:3][C:4]=1[C:23]([C:22]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:21]=1)=[O:24]

Komponenten

8

Edukt 7

HCID 8794PhenylacetonitrileHCID 124951-Iodo-4-nitrobenzeneHCID 128702-Amino-5-chlorobenzophenoneHCID 13139Diethyl chlorophosphateHCID 24758Sodium hydrideHCID 134664BenzodiazepineHCID 533707Ethyl isocyanoacetate

Produkt 1

HCID 129066402-Amino-5-iodobenzophenone

Versuchsvorschrift

2-Amino-5-iodo-benzophenone was prepared from p-iodonitrobenzene and phenylacetonitrile according to the literature. 2-Amino-5-chloro-benzophenone was commercially available from Acros. The benzodiazepine 60 was reacted with diethylphosphorochloridate in the presence of sodium hydride, followed by the addition of ethyl isocyanoacetate to provide the ester 62 (Hz120), as shown in Scheme 13.

Quellen und Nachweise

ORD-Eintrag
ord-f1662cbb6fb246f4be0376cb71edfe68
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835424B2

Verknüpfte Notizen

Wird geladen…