Ethyl 3-(5-chloro-2-methylphenyl)-3-oxopropanoate → Acetamidine monohydrochloride

HRID 28559

Reaktionsgleichung

Reaktionsgleichung von HRID 28559
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=2OC)[N:5]=[C:4]([CH3:17])[N:3]=1.[CH2:18](OC(=O)CC(C1C=C([Cl:31])C=CC=1C)=O)C>>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=2[CH3:18])[N:5]=[C:4]([CH3:17])[N:3]=1.[ClH:31].[C:4]([NH2:5])(=[NH:3])[CH3:17]

Komponenten

4

Edukt 2

HCID 58063452Ethyl 3-(5-chloro-2-methylphenyl)-3-oxopropanoateHCID 656453264-Chloro-6-(5-chloro-2-methoxyphenyl)-2-methylpyrimidine

Produkt 2

HCID 67170Acetamidine monohydrochlorideAusbeute 11 %HCID 860043234-Chloro-6-(5-chloro-2-methyl-phenyl)-2-methyl-pyrimidine

Versuchsvorschrift

4-Chloro-6-(5-chloro-2-methyl-phenyl)-2-methyl-pyrimidine was prepared according to the method described in Example 38 for the synthesis of 4-chloro-6-(5-chloro-2-methoxy-phenyl)-2-methyl-pyrimidine in two steps using 3-(5-chloro-2-methyl-phenyl)-3-oxopropionic acid ethyl ester and acetamidine hydrochloride (11% yield). 1H NMR (DMSO-d6) δ 2.36 (s, 3H, CH3), 2.68 (s, 3H, CH3), 7.40 (d, 1H, J=8.3 Hz, Ar), 7.49 (dd, 1H, J=8.3 Hz, J=2.3 Hz, Ar), 7.57 (d, 1H, J=2.3 Hz, Ar), 7.79 (s, 1H, Ar).

Quellen und Nachweise

ORD-Eintrag
ord-bae5914d1f5341669c054fa5645d9205
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07419984B2

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