N'-[5-(2-chloro-benzoyl)-thiazol-2-yl]-N,N-dimethyl-formamidine → Ethanone, 1-(2-chlorophenyl)-

HRID 1673113

Reaktionsgleichung

Reaktionsgleichung von HRID 1673113
[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[C:4]([C:6]1[S:10][C:9]([N:11]=CN(C)C)=[N:8][CH:7]=1)=[O:5]>Cl>[NH2:11][C:9]1[S:10][C:6]([C:4]([C:3]2[CH:16]=[CH:17][CH:18]=[CH:19][C:2]=2[Cl:1])=[O:5])=[CH:7][N:8]=1.[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[C:4](=[O:5])[CH3:6]

Komponenten

4

Edukt 1

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

Produkt 2

HCID 72864Ethanone, 1-(2-chlorophenyl)-HCID 574569435-[(2-Chlorophenyl)carbonyl]-1,3-thiazol-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

The crude N′-[5-(2-chloro-benzoyl)-thiazol-2-yl]-N,N-dimethyl-formamidine was dissolved in 10% HCl (150 mL) and heated to 70° C. for 4 hours. The precipitate was filtered, washed with ether, and then suspended in a 10% sodium carbonate solution (250 mL). The suspension was stirred for 1 hour and the precipitate was filtered, washed with ether, and dried in air to give (2-amino-thiazol-5-yl)-(2-chloro-phenyl)-methanone as a brown solid (8.5 g, 36 mmol, 55% from 1-(2-chloro-phenyl)-ethanone). 1H NMR (400 MHz, DMSO-d6) δ 7.27 (s, 1H), 7.41-7.58 (m, 4H), 8.37 (s, 2H). ESI-MS m/z calc. 238.0. found; 239.3 (M+1)+.

Aufarbeitung

  1. filtrationThe precipitate was filtered
  2. washwashed with ether
  3. filtrationthe precipitate was filtered
  4. washwashed with ether
  5. customdried in air

Quellen und Nachweise

ORD-Eintrag
ord-48eaa9c246b041e6a02fdbc42b996c51
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07999113B2

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