5-[(2-Chlorophenyl)carbonyl]-1,3-thiazol-2-amine → Ethanone, 1-(2-chlorophenyl)-

HRID 1009771

Reaktionsgleichung

Reaktionsgleichung von HRID 1009771
[NH2:1][C:2]1[S:3][C:4]([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])=[O:8])=[CH:5][N:6]=1.[Cl:16][C:17]1[CH:34]=[CH:33][CH:32]=[CH:31][C:18]=1[C:19]([C:21]1SC(N=CN(C)C)=NC=1)=[O:20]>Cl>[NH2:1][C:2]1[S:3][C:4]([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[Cl:15])=[O:8])=[CH:5][N:6]=1.[Cl:16][C:17]1[CH:34]=[CH:33][CH:32]=[CH:31][C:18]=1[C:19](=[O:20])[CH3:21]

Komponenten

5

Edukt 2

HCID 574569435-[(2-Chlorophenyl)carbonyl]-1,3-thiazol-2-amineHCID 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

(2-Amino-thiazol-5-yl)-(2-chloro-phenyl)-methanone The crude N′-[5-(2-chloro-benzoyl)-thiazol-2-yl]-N,N-dimethyl-formamidine was dissolved in 10% aqueous hydrochloric acid (150 mL) and heated to 70° C. for 4 hours. The precipitate was filtered, washed with ether, and then suspended in a 10% aqueous 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). ESI-MS m/z calc. 238.0, found 239.3 (M+1)+ 1H NMR (DMSO): δ: 7.252 (s, 1 H), 7.420-7.553 (m, 4H), 8.345 (s, 2 H).

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-c3526384447d4738bd829eef38479d68
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07973169B2

Verknüpfte Notizen

Wird geladen…