Reaktion #91501

ord-28bf825ce62b4cd8a97e76058b0633b4

Reaktionsgleichung

COc1cc(C(=O)c2csc(Nc3ccccc3)n2)cc(OC)c1OC
5a
COc1cc(C(=O)c2csc(Nc3ccccc3)n2)cc(OC)c1OC
(2-(Phenylamino)thiazol-4-yl)(3,4,5-trimethoxyphenyl)methanone
NC(=S)Nc1ccc(Cl)cc1
1-(4-chlorophenyl)thiourea
CCOC(=O)C(=O)CBr
ethyl bromopyruvate
→
COc1cc(C(=O)c2csc(Nc3ccc(Cl)cc3)n2)cc(OC)c1OC
(2-((4-Chlorophenyl)amino)thiazol-4-yl)(3,4,5-trimethoxyphenyl)methanone

Edukte

COc1cc(C(=O)c2csc(Nc3ccccc3)n2)cc(OC)c1OC
5a
COc1cc(C(=O)c2csc(Nc3ccccc3)n2)cc(OC)c1OC
(2-(Phenylamino)thiazol-4-yl)(3,4,5-trimethoxyphenyl)methanone
NC(=S)Nc1ccc(Cl)cc1
1-(4-chlorophenyl)thiourea
CCOC(=O)C(=O)CBr
ethyl bromopyruvate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

(2-((4-Chlorophenyl)amino)thiazol-4-yl)(3,4,5-trimethoxyphenyl)methanone (5d) was prepared using the same method as used for 5a from 1-(4-chlorophenyl)thiourea and ethyl bromopyruvate. Melting point: 165-166° C. 1H NMR (500 MHz, CDCl3) δ 7.60 (s, br, 1H), 7.56 (s, 1H), 7.47 (s, 2H), 7.38 (d, 2H), 7.31 (d, 2H), 3.94 (s, 3H), 3.89 (s, 6H). MS: 402.9 (M−1)−; 427.0 (M+Na)+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09447049B2uspto-grants-2016_09