Ethyl Acetate → 1-Benzothiazol-6-yl-3-(2-chloro-ethyl)-urea

HRID 80109

Reaktionsgleichung

Reaktionsgleichung von HRID 80109
[Cl:1][CH2:2][CH2:3][N:4]=[C:5]=[O:6].[S:7]1[C:11]2[CH:12]=[C:13]([NH2:16])[CH:14]=[CH:15][C:10]=2[N:9]=[CH:8]1.C(OCC)(=O)C>C1(C)C=CC=CC=1.CCCCCC>[S:7]1[C:11]2[CH:12]=[C:13]([NH:16][C:5]([NH:4][CH2:3][CH2:2][Cl:1])=[O:6])[CH:14]=[CH:15][C:10]=2[N:9]=[CH:8]1

Komponenten

6

Edukt 3

HCID 8857Ethyl AcetateHCID 160352-Chloroethyl isocyanateHCID 682886-Aminobenzothiazole

Produkt 1

HCID 687839281-Benzothiazol-6-yl-3-(2-chloro-ethyl)-ureaAusbeute 80,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

1-Chloro-2-isocyanato-ethane (2.1 g, 19.99 mmol) was added drop wise to a stirred solution of benzothiazol-6-ylamine (2 g, 13.33 mmol) in toluene (80 mL) over a period of 15 minutes at 0° C. The reaction mixture was stirred at room temperature for 18 hours. The reaction was monitored by TLC (50% ethyl acetate in hexane). The reaction mixture was filtered, washed with toluene and dried under reduced pressure to afford 2.73 g (80.2% yield) of 1-benzothiazol-6-yl-3-(2-chloro-ethyl)-urea.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. washwashed with toluene
  3. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9a27a19cc0fb4bdd947be7c9edab7123
Quelldatensatz
uspto-grants-2014_09
Patentnummer
USRE045173E1

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