Hydrochloric Acid → (R)-3-(1H-benzo[d]imidazol-6-yl)-4-phenyloxazolidin-2-one

HRID 452090

Reaktionsgleichung

Reaktionsgleichung von HRID 452090
[C:1]1([C@@H:7]2[CH2:11][O:10][C:9](=[O:12])[NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:14]1[CH:15]=[C:16]([NH2:21])[C:17]([NH2:20])=[CH:18][CH:19]=1.[C:22](=O)([O-])[O-].[K+].[K+].C1(N)CCCCC1N.Cl>[Cu]I.C(O)=O>[NH:21]1[C:16]2[CH:15]=[C:14]([N:8]3[C@H:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[CH2:11][O:10][C:9]3=[O:12])[CH:19]=[CH:18][C:17]=2[N:20]=[CH:22]1

Komponenten

8

Edukt 5

HCID 313Hydrochloric AcidHCID 46101,2-DiaminocyclohexaneHCID 11430Potassium CarbonateHCID 3235934-Bromobenzene-1,2-diamineHCID 730425(4R)-4-phenyl-1,3-oxazolidin-2-one

Produkt 1

HCID 58229172(R)-3-(1H-benzo[d]imidazol-6-yl)-4-phenyloxazolidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 284Formic AcidLösungsmittel

Versuchsvorschrift

The compound was synthesized starting from (R)-4-phenyloxazolidin-2-one (1 equiv., 0.163 g, 1 mmol), 4-bromobenzene-1,2-diamine (1 equiv., 0.187 g, 1 mmol), copper(I) iodide (0.1 equiv., 0.019 g, 0.1 mmol), potassium carbonate (2 equiv., 0.276 g, 2 mmol), cyclohexane-1,2-diamine (0.1 equiv., 0.012 mL, 0.1 mmol), 5N HCl (3.4 mL), formic acid (0.343 mL) as described in method 5 step D.

Aufarbeitung

  1. customThe compound was synthesized

Quellen und Nachweise

ORD-Eintrag
ord-982164221e9645828fc8576559b0bf5c
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486940B2

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