2-Chloro-N-(4-methoxyphenyl)benzamide
نویسندگان
چکیده
In the title compound, C(14)H(12)ClNO(2), the chloro- and meth-oxy-substituted benzene rings are close to orthogonal [dihedral angle = 79.20 (3)°]. These rings also make angles of 45.9 (3) and 33.5 (3)° with the amide -CONH- unit. The meth-oxy substituent lies close to the meth-oxy-benzene ring plane, with a maximum deviation of 0.142 (3) Å for the methyl C atom. The N-H bond is anti to the 2-chloro substituent of the aniline ring. In the crystal structure, inter-molecular N-H⋯O hydrogen bonds form C(4) chains augmented by a weak C-H⋯O inter-action involving an ortho H atom of the meth-oxy benzene ring that generates an R(2) (1)(6) motif. The chains stack the mol-ecules into columns down the b axis. Adjacent columns are linked by additional C-H⋯O and C-H⋯π contacts, generating a three-dimensional network.
منابع مشابه
N-(4-Methylphenyl)benzamide
The structure of the title compound, C(14)H(13)NO, resembles those of N-(2-chloro-phen-yl)benzamide, 2-chloro-N-phenyl-benzamide, N-(2,3-dichloro-phen-yl)benzamide, N-(3,4-dichloro-phen-yl)benzamide and 2-chloro-N-(2-chloro-phen-yl)benzamide with similar bond parameters. The benzene and methylphenyl rings have a dihedral angle of 63.41 (5)°, while the amide group makes a dihedral angle of 20.5 ...
متن کاملN-(2,4-Dichlorophenyl)benzamide
The conformations of the N-H and C=O bonds in the structure of the title compound, C(13)H(9)Cl(2)NO, are anti to each other, similar to that observed in N-phenyl-benzamide, N-(2-chloro-phen-yl)benzamide, N-(4-chloro-phen-yl)benzamide, N-(2,3-dichloro-phen-yl)benzamide, N-(2,6-dichloro-phen-yl)benzamide and other benzanilides. The amide -NHCO- group forms a dihedral angle of 33.0 (2)° with the b...
متن کاملN-{2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl}-4-nitro-N-(2-pyridyl)benzamide
In the title compound, C(25)H(27)N(5)O(4), the piperizine ring adopts a chair conformation. The dihedral angles between the pyridine ring and the two benzene rings are 65.5 (4) and 70.7 (4)°, while the dihedral angle between the two benzene rings is 17.3 (3)°. An intra-molecular C-H⋯O hydrogen bond occurs.
متن کاملSynthesis and pharmacological activity of 4-amino-5-chloro-2-methoxy-N-[(2S,4S)-1-ethyl-2-hydroxymethyl-4- pyrrolidinyl]benzamide (TKS159) and its optical isomers.
Of 4-amino-5-chloro-2-methoxy-N-(1-ethyl-2-hydroxymethyl-4- pyrrolidinyl)benzamide, four optical isomers, (2S,4S)-1 (TKS159), (2S,4R)-25, (2R,4S)-26 and (2R,4R)-27, were prepared from optically active 4-amino-1-ethyl-2-hydroxymethylpyrrolidine di-p-toluenesulfonate [(2S,4S)-14, (2S,4R)-17, (2R,4S)-20 and (2R,4R)-23, respectively]. The requisites, (2S,4S)-14, (2S,4R)-17, (2R,4S)-20 and (2R,4R)-2...
متن کامل2-Chloro-N-(2,6-dichlorophenyl)benzamide
In the structure of the title compound (N26DCP2CBA), C(13)H(8)Cl(3)NO, the conformations of N-H and C=O bonds in the amide group are trans to each other, similar to that observed in N-(2,6-dichloro-phen-yl)benzamide, 2-chloro-N-phenyl-benzamide, 2-chloro-N-(2-chloro-phen-yl)benzamide and 2-chloro-N-(2,3-dichloro-phen-yl)benzamide with similar bond parameters. Furthermore, the position of the am...
متن کامل