Bromination of Enamines from Methyl Isopropyl Ketone. III. Bromination of 2-(1-Pyrrolidinyl)-3-methyl-1-butene.

Synthesis of enamines and their bromination

3-(3-Chloro­phenyl­sulfon­yl)-5-isopropyl-2-methyl-1-benzofuran

In the title compound, C(18)H(17)ClO(3)S, the 3-chloro-benzene ring makes a dihedral angle of 82.04 (5)° with the mean plane [r.m.s. deviation = 0.006 (1) Å] of the benzofuran fragment. In the crystal, mol-ecules are linked by weak C-H⋯O and C-H⋯π inter-actions.

3-(4-Fluoro­phenyl­sulfon­yl)-5-isopropyl-2-methyl-1-benzofuran

In the title compound, C(18)H(17)FO(3)S, the 4-fluoro-phenyl ring makes a dihedral angle of 82.12 (4)° with the plane of the benzofuran fragment. In the crystal structure, mol-ecules are linked by weak inter-molecular C-H⋯O hydrogen bonds and C-H⋯π inter-actions.

A Sandmeyer type reaction for bromination of 2-mercapto-1-methyl-imidazoline (N2C4H6S) into 2-bromo-1-methyl-imidazole (N2C4H5Br) in presence of copper(I) bromide.

2-Mercapto-1-methyl-imidazoline (N(2)C(4)H(6)S) is converted at room temperature into 2-bromo-1-methyl-imidazole (N(2)C(4)H(5)Br) in presence of copper(I) bromide in acetonitrile-chloroform mixture via extrusion of sulfur as sulfate and oxidation of Cu(I) into Cu(II). 2-Bromo-1-methyl-imidazole was isolated as its self assembled tetranuclear Cu(II) cluster, [Cu(4)(η(1)-N-(N(2)C(4)H(5)Br)(4)(μ(4...

3-(4-Chloro­phenyl­sulfon­yl)-5-isopropyl-2-methyl-1-benzofuran

In the title mol-ecule, C(18)H(17)ClO(3)S, the 4-chloro-phenyl ring makes a dihedral angle of 77.03 (5)° with the mean plane of the benzofuran fragment. In the crystal structure, the mol-ecules are linked by weak inter-molecular C-H⋯O hydrogen bonds and C-H⋯π inter-actions.