2-Pyridinemethanamine → Benzamide

HRID 1356538

Reaktionsgleichung

Reaktionsgleichung von HRID 1356538
ClC(Cl)(Cl)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[NH2:13]CC1C=CC=CN=1>>[C:3]([NH2:13])(=[O:4])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Komponenten

3

Edukt 2

HCID 195092-PyridinemethanamineHCID 2294682,2,2-Trichloro-1-phenyl-ethanone

Produkt 1

HCID 2331Benzamide

Versuchsvorschrift

The synthetic method described in U.S. Pat. No. 4,642,384 involves the preparation of 2,5-bis(2,2,2-trifluoroethoxy)-.,a-dichloroacetophenone as an intermediate by chlorinating the a-unsubstituted 2,5-bis(2,2,2-trifluoroethoxy)acetophenone with chlorine gas at a moderate temperature, such as 50-60° C. The α,α-dichloroacetophenone intermediate is further chlorinated in the presence of a buffering base, such as sodium acetate, at a slightly higher temperature, such as 80-100° C. to yield the α,α,α-trichloroacetophenone. The α,α,α-trichloroacetophenone is reacted with 2-aminomethylpyridine to yield a benzamide, and the pyridine ring is reduced to yield 2,5-bis(2,2,2-trifluoroethoxy)-N-(2-piperidylmethyl)-benzamide.

Quellen und Nachweise

ORD-Eintrag
ord-67f5a4fb0eb54766a844b5b136d47623
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06586598B2

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