Reaktion #701004

ord-a038a1ede9d14bed9a89ded3b152f9a5

Reaktionsgleichung

CC(=O)c1cccc(N)c1
3-aminoacetophenone
O=C(Cl)CCCC(=O)Cl
glutaryl dichloride
CC(=O)c1cc(N)cc(C(C)=O)c1
3,5-diacetylaniline
CC(=O)c1cc(NC(=O)CCCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)heptanediamide
CC(=O)c1cc(NC(=O)CCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl) butanediamide
CC(=O)c1cc(NC(=O)CCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)hexanediamide
CC(=O)c1cc(NC(=O)CCCCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)octanediamide
CC(=O)c1cc(NC(=O)CCCCCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)nonanediamide
CC(=O)c1cc(NC(=O)CCCCCCCCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)dodecanediamide
CC(=O)c1cc(NC(=O)CCCCCCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)decanediamide
→
CC(=O)c1cccc(NC(=O)CCCC(=O)Nc2cccc(C(C)=O)c2)c1
N,N'-bis(3-acetylphenyl)pentanediamide

Edukte

CC(=O)c1cccc(N)c1
3-aminoacetophenone
O=C(Cl)CCCC(=O)Cl
glutaryl dichloride
CC(=O)c1cc(N)cc(C(C)=O)c1
3,5-diacetylaniline
—
N,N'-bis(3,5-diacetylphenyl)(isophthalic acid diamide)
CC(=O)c1cc(NC(=O)CCCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)heptanediamide
CC(=O)c1cc(NC(=O)CCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl) butanediamide
CC(=O)c1cc(NC(=O)CCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)hexanediamide
CC(=O)c1cc(NC(=O)CCCCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)octanediamide
CC(=O)c1cc(NC(=O)CCCCCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)nonanediamide
CC(=O)c1cc(NC(=O)CCCCCCCCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)dodecanediamide
—
dichlorides
CC(=O)c1cc(NC(=O)CCCCCCCCC(=O)Nc2cc(C(C)=O)cc(C(C)=O)c2)cc(C(C)=O)c1
N,N'-bis(3,5-diacetylphenyl)decanediamide

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Analogously, the following were prepared from 3,5-diacetylaniline and the corresponding dioyl dichlorides: N,N'-bis(3,5-diacetylphenyl) butanediamide, mp 293-6° C.; N,N'-bis(3,5-diacetylphenyl)hexanediamide, mp 269-70° C.; N,N'-bis(3,5-diacetylphenyl)heptanediamide, mp 200-3° C.; N,N'-bis(3,5-diacetylphenyl)octanediamide, mp 183-4° C.; N,N'-bis(3,5-diacetylphenyl)nonanediamide, mp 179-80° C.; N,N'-bis(3,5-diacetylphenyl)decanediamide, mp 196-9° C.; N,N'-bis(3,5-diacetylphenyl)dodecanediamide, mp 178-9° C.; N,N'-bis(3,5-diacetylphenyl)(isophthalic acid diamide), mp 283-4° C. Also analogously, N,N'-bis(3-acetylphenyl)pentanediamide, mp 174-5° C. was prepared from 3-aminoacetophenone and glutaryl dichloride.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06008255uspto-grants-1999_12