2-Chloroethyl isocyanate → HCID 59481234, Verbindung

HRID 560572

Reaktionsgleichung

Reaktionsgleichung von HRID 560572
NC1SC(C(OCC)=O)=C(C)N=1.[NH2:13][C:14]1[S:15][C:16]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[C:17]([C:19]([F:22])([F:21])[F:20])[N:18]=1.Cl[CH2:29][CH2:30][N:31]=[C:32]=[O:33]>>[O:33]=[C:32]1[NH:31][CH2:30][CH2:29][N:13]1[C:14]1[S:15][C:16]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[C:17]([C:19]([F:22])([F:20])[F:21])[N:18]=1

Komponenten

4

Edukt 3

HCID 160352-Chloroethyl isocyanateHCID 676565-Thiazolecarboxylic acid, 2-amino-4-(trifluoromethyl)-, ethyl esterHCID 343747Ethyl 2-amino-4-methylthiazole-5-carboxylate

Produkt 1

HCID 59481234HCID 59481234, VerbindungAusbeute 30 %

Versuchsvorschrift

Following the procedure as described in Example 3, making variations as required to replace ethyl 2-amino-4-methylthiazole-5-carboxylate with ethyl 2-amino-4-(trifluoromethyl)thiazole-5-carboxylate to react with 2-chloroethyl isocyanate, the title compound was obtained as a colorless solid in 30% yield: mp 185-187° C. (ethyl acetate/hexanes); 1H NMR (300 MHz, CDCl3) δ 5.54 (s, 1H), 4.36-4.21 (m, 4H), 3.74-3.68 (m, 2H), 1.36-1.31 (m, 3H); 13C NMR (75 MHz, CDCl3) δ 159.8, 157.0, 125.4, 122.6, 121.8, 118.2, 62.0, 44.2, 43.8, 14.0; MS (ES+) m/z 310.2 (M+1).

Quellen und Nachweise

ORD-Eintrag
ord-aaae9bd702b74e7a81525cc1c74ad111
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063084B2

Verknüpfte Notizen

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