Phenyl chloroformate → Diphenyl (5-bromo-1,3-thiazol-2-yl)imidodicarbonate

HRID 252241

Reaktionsgleichung

Reaktionsgleichung von HRID 252241
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].Br.[Br:12][C:13]1[S:17][C:16]([NH2:18])=[N:15][CH:14]=1>N1C=CC=CC=1>[Br:12][C:13]1[S:17][C:16]([N:18]([C:2]([O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[O:3])[C:2]([O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[O:3])=[N:15][CH:14]=1

Komponenten

4

Edukt 2

HCID 15891Phenyl chloroformateHCID 27238485-Bromothiazol-2-amine monohydrobromide

Produkt 1

HCID 66858288Diphenyl (5-bromo-1,3-thiazol-2-yl)imidodicarbonateAusbeute 109,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

Phenyl chloroformate (1.4 ml, 11.0 mmol) was slowly added to a suspension of 5-bromo-thiazol-2-ylamine hydrobromide (1.3 g, 5.0 mmol) in 20 ml pyridine under an argon atmosphere. The reaction mixture was stirred for 3 h at room temperature and then concentrated under reduced pressure. The residue was suspended in water and acidified using conc. HCl to yield light brown crystals (2.3 g, 93%), m/e 419.2 (MH+).

Aufarbeitung

  1. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3083999f38cb494792ba8586ba7b9a03
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07868030B2

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