2,4'-Dibromopropiophenone → 2-{[4-(4-Bromophenyl)-5-methyl-1,3-thiazol-2-yl]amino}-2-methylpropan-1-ol hydrobromide

HRID 1436384

Reaktionsgleichung

Reaktionsgleichung von HRID 1436384
[Br:1][CH:2]([CH3:12])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1)=O.[OH:13][CH2:14][C:15]([NH:18][C:19]([NH2:21])=[S:20])([CH3:17])[CH3:16]>C(O)C>[BrH:1].[Br:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:21]=[C:19]([NH:18][C:15]([CH3:17])([CH3:16])[CH2:14][OH:13])[S:20][C:2]=2[CH3:12])=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 6039072,4'-DibromopropiophenoneHCID 22768414N-(1-Hydroxy-2-methylpropan-2-yl)thiourea

Produkt 1

HCID 866185872-{[4-(4-Bromophenyl)-5-methyl-1,3-thiazol-2-yl]amino}-2-methylpropan-1-ol hydrobromideAusbeute 100,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2,4′-dibromopropiophenone (3.940 g, 13.5 mmol) and N-(2-hydroxy-1,1-dimethylethyl)thiourea (2.000 g, 13.5 mmol), prepared in step 2 of Example 52, in 80 mL of absolute ethanol was refluxed under nitrogen for 3 h. The solvent was removed under reduced pressure to give 2-{[4-(4-bromophenyl)-5-methyl-1,3-thiazol-2-yl]amino}-2-methylpropan-1-ol hydrobromide (5.717 g, 100%) as a tan oil, MS (ESI) m/z 341.

Aufarbeitung

  1. temperaturewas refluxed under nitrogen for 3 h
  2. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4722058dfd1a4d53a1de503985053904
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07618990B2

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