2-Aminothiazole → 1,1-Bis(phenylsulphonyl)-2-(thiazol-2-ylamino)ethene

HRID 542883Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 542883
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.C(O[CH:10]=[C:11]([S:21]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)(=[O:23])=[O:22])[S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)(=[O:14])=[O:13])C>CC(N(C)C)=O>[C:15]1([S:12]([C:11]([S:21]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)(=[O:23])=[O:22])=[CH:10][NH:1][C:2]2[S:3][CH:4]=[CH:5][N:6]=2)(=[O:13])=[O:14])[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Komponenten

4

Edukt 2

HCID 21552-AminothiazoleHCID 124009381,1-Bis(phenylsulphonyl)-2-ethoxyethene

Produkt 1

HCID 202074261,1-Bis(phenylsulphonyl)-2-(thiazol-2-ylamino)etheneAusbeute 44,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

A solution of 2-aminothiazole (0.5 g) and 2-ethoxy-1,1-bis(phenylsulphonyl)ethene (1.76 g) in dimethylacetamide (20 ml) was heated at reflux for 3.5 hours. The solution was cooled and poured onto ice (200 g) and then the resulting buff precipitate was filtered off, washed with water and dried in vacuo over phosphorous pentoxide. Recrystallisation from ethyl acetate gave 1,1-bis(phenylsulphonyl)-2-(thiazol-2-ylamino)ethene (0.9 g), m.p. 189°-191° C.

Aufarbeitung

  1. temperatureat reflux for 3.5 hours
  2. temperatureThe solution was cooled
  3. additionpoured onto ice (200 g)
  4. filtrationthe resulting buff precipitate was filtered off
  5. washwashed with water
  6. dry with materialdried in vacuo over phosphorous pentoxide
  7. customRecrystallisation from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-fca27d4039b14be8a4308d8fcfcf2248
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04659727

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