3'-Aminoacetophenone → N,N'-bis(3-acetylphenyl)pentanediamide

Participants

Role	Name	HCID	Charge
Reactant	3'-Aminoacetophenone	HCID 7417	—
Reactant	Pentanedioyl dichloride	HCID 17887	—
Reactant	Cni H1894	HCID 463010	—
Reactant	N,N'-bis(3,5-diacetylphenyl)butanediamide	HCID 15541276	—
Reactant	HCID 15541277	HCID 15541277	—
Reactant	HCID 15541278	HCID 15541278	—
Reactant	N,N'-bis(3,5-diacetylphenyl)octanediamide	HCID 15541279	—
Reactant	N,N'-bis(3,5-diacetylphenyl)nonanediamide	HCID 15541280	—
Reactant	N~1~,N~10~-Bis(3,5-diacetylphenyl)decanediamide	HCID 15541281	—
Reactant	HCID 15541282	HCID 15541282	—
Product	N,N'-bis(3-acetylphenyl)pentanediamide	HCID 1010291	—

Reaction Steps

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.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05599984
Source dataset	uspto-grants-1997_02
ORD ID	ord-b5a60da7a7c3475993775922f9cbcb13
Source note	uspto-grants-1997_02