Triethylamine → N'-[5-(2-chloro-benzoyl)-thiazol-2-yl]-N,N-dimethyl-formamidine

HRID 1010546

Reaktionsgleichung

Reaktionsgleichung von HRID 1010546
[NH2:1][C:2]([NH2:4])=[S:3].CO[CH:7]([N:10]([CH3:12])[CH3:11])OC.[CH2:13](N(CC)CC)C.Br[CH2:21][C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[Cl:30])=[O:23]>CO>[Cl:30][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[C:22]([C:21]1[S:3][C:2]([N:4]=[CH:12][N:10]([CH3:7])[CH3:11])=[N:1][CH:13]=1)=[O:23]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 78373Dimethylformamide dimethyl acetalHCID 2723790ThioureaHCID 27357852-Bromo-2'-chloroacetophenone

Produkt 1

HCID 66628633N'-[5-(2-chloro-benzoyl)-thiazol-2-yl]-N,N-dimethyl-formamidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Versuchsvorschrift

A mixture of thiourea (4.95 g, 65.0 mmol) and dimethoxymethyl-dimethyl-amine (23.2 g, 195 mmol) in methanol (80 mL) was heated at reflux for 30 minutes. After allowing the mixture to cool, triethylamine (19.8 g, 195 mmol) and a solution of 2-bromo-1-(chloro-phenyl)-ethanone (crude from last step) in methanol (50 mL) were added. The mixture was heated at reflux for 4 hours. The solvent was removed and the residue was used directly in the next procedure.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 30 minutes
  3. temperatureto cool
  4. temperatureThe mixture was heated
  5. temperatureat reflux for 4 hours
  6. customThe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-4e13dbc8740d49a09bb05a10efdbc2ac
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977322B2

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