1-Bromo-2-isothiocyanatobenzene → 1-(2-Bromo-phenyl)-3-((4S,5S)-2,2-dimethyl-4-phenyl-[1,3]dioxan-5-yl)-thiourea

HRID 966078Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 966078
[CH3:1][C:2]1([CH3:15])[O:7][C@@H:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C@@H:5]([NH2:14])[CH2:4][O:3]1.[Br:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N:23]=[C:24]=[S:25]>CCCCC>[Br:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[NH:23][C:24]([NH:14][C@H:5]1[CH2:4][O:3][C:2]([CH3:15])([CH3:1])[O:7][C@H:6]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[S:25]

Komponenten

4

Edukt 2

HCID 6116541-Bromo-2-isothiocyanatobenzeneHCID 7061833(4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine

Produkt 1

HCID 443932731-(2-Bromo-phenyl)-3-((4S,5S)-2,2-dimethyl-4-phenyl-[1,3]dioxan-5-yl)-thioureaAusbeute 53,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8003PentaneLösungsmittel

Versuchsvorschrift

To a solution of 143 mg (0.69 mmol) of (4S,5S)-amine 1 in pentane (2.0 mL) was added dropwise 93 microliters (0.69 mmol) of 2-bromophenyl isothiocyanate. After ˜48 h, a white precipitate was collected, rinsed with pentane and dried under reduced pressure to yield 155 mg (53%) of the title compound.

Aufarbeitung

  1. customa white precipitate was collected
  2. washrinsed with pentane
  3. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-49f347d94bc34ed199e2d3371994bab8
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06951882B2

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