Bromine → HCID 57634025, Verbindung

HRID 661063Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 661063
[CH3:1][N:2]([CH2:4][C:5]1[N:6]=[C:7]([NH:10][C:11](=[O:13])[CH3:12])[S:8][CH:9]=1)[CH3:3].[Br:14]Br>CC(O)=O>[Br:14][C:9]1[S:8][C:7]([NH:10][C:11](=[O:13])[CH3:12])=[N:6][C:5]=1[CH2:4][N:2]([CH3:1])[CH3:3]

Komponenten

4

Edukt 2

HCID 24408BromineHCID 57634222N-[4-[(Dimethylamino)methyl]-2-thiazolyl]acetamide

Produkt 1

HCID 57634025HCID 57634025, VerbindungAusbeute 65,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution of N-(4-((dimethylamino)methyl)thiazol-2-yl)acetamide (1.1 g, 5.5 mmol) in 10 mL AcOH was added Br2 (0.28 mL, 5.5 mmol) dropwise. The resulting mixture discolored instantly, and a precipitate appeared. The precipitate was filtered and washed with AcOH. The collected precipitate was neutralized with saturated sodium bicarbonate and extracted twice with 100 mL EtOAc. The organic layer was combined, washed once with brine, and dried over sodium sulfate. After removing the solvent, the product was obtained as a white solid (1.0 g, yield=65%). LCMS (API-ES) m/z (%) 278.0 (100%, M++H). 1H NMR (400 MHz, CDCl3) δ ppm 2.24 (s, 3H) 2.28 (s, 6H) 3.44 (s, 2H).

Aufarbeitung

  1. filtrationThe precipitate was filtered
  2. washwashed with AcOH
  3. extractionextracted twice with 100 mL EtOAc
  4. washwashed once with brine
  5. dry with materialdried over sodium sulfate
  6. customAfter removing the solvent

Quellen und Nachweise

ORD-Eintrag
ord-9e80dedb3cc04bd8a007ce48fc5352ed
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08084479B2

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