2-Bromo-N-(2-chlorophenyl)acetamide
نویسندگان
چکیده
The conformation of the N-H bond in the structure of the title compound, C(8)H(7)BrClNO, is syn to the 2-chloro substituent in the aniline ring and anti to both the C=O and C-Br bonds in the side chain, similar to that observed in 2-chloro-N-(2-chloro-phen-yl)acetamide. In the crystal, mol-ecules are linked into chains along the a axis by N-H⋯O hydrogen bonds. These chains are in turn linked into pairs, in the form of columns, through much weaker C-H⋯Cl and Br⋯Br [4.3027 (3) Å] inter-actions.
منابع مشابه
N-(4-Bromophenyl)-2-(4-chlorophenyl)acetamide
The title compound, C(14)H(11)BrClNO, consists of chloro-benzene and bromo-benzene units which are linked at either end of the N-methyl-propionamide group. The chloro-benzene unit [maximum deviation = 0.005 (4) Å] makes a dihedral angle of 68.21 (19)° with the bromo-benzene unit [maximum deviation = 0.012 (3) Å]. In the crystal, N-H⋯O hydrogen bonds link the mol-ecules into chains along [010].
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Esterification of p-bromo-m-cresol led to formation of 2-(4-bromo-3-methylphenoxy)acetate (1). 2-(4-Bromo-3-methyl phenoxy)acetohydrazide (2) is derived from Compound (1) by hydrazination. Compound (2) was reacted with different aromatic aldehydes to yield N-(substituted benzylidiene)-2-(4-bromo-3-methyl phenoxy)acetamide(3a-c). Cyclization of compound (3a-c) with thioglycolic acid yielded 2-(4...
متن کاملCrystal structures of two C,N-disubstituted acetamides: 2-(4-chlorophenyl)-N-(2-iodophenyl)acetamide and 2-(4-chlorophenyl)-N-(pyrazin-2-yl)acetamide
In the crystal of 2-(4-chloro-phen-yl)-N-(2-iodo-phen-yl)acetamide, C14H11ClINO, mol-ecules are linked by a combination of N-H⋯O and C-H⋯O hydrogen bonds to form a C(4)C(4)[R21(7)] chain of rings and chains of this type are linked by a combination of C-Cl⋯π(arene) and C-I⋯π(arene) inter-actions to form deeply puckered twofold inter-woven sheets. In the crystal of 2-(4-chloro-phen-yl)-N-(pyrazin...
متن کامل2-(4-Chlorophenyl)acetamide
In the title compound, C(8)H(8)ClNO, the acetamide group is twisted out the benzene plane with a dihedral angle of 83.08 (1)°. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds, forming layers parallel to the ab plane.
متن کاملN-(4-Chlorophenyl)-2-(hydroxyimino)acetamide
The title compound, C(8)H(7)ClN(2)O(2), is an inter-mediate in the synthesis of 5-chloro-isatin, which can be further transformed to 5-chloro-2-indolinone via a Wolff-Kishne reduction. The C(2)N acetamide plane forms a dihedral angle of 6.3 (3)° with the benzene ring. An intra-molecular C-H⋯O inter-action results in the formation of a six-membered ring. In the crystal, inter-molecular N-H⋯O, N-...
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عنوان ژورنال:
دوره 65 شماره
صفحات -
تاریخ انتشار 2009