4-Bromo-N-(di-n-propyl-carbamothioyl)-benzamide
Document Type
Article
Publication Date
3-18-2009
Abstract
The synthesis of the title compound, C14H19BrN 2OS, involves the reaction of 4-bromo-benzoyl chloride with potassium thio-cyanate in acetone followed by condensation of the resulting 4-bromo-benzoyl isothio-cyanate with di-n-propyl-amine. Typical thio-urea carbonyl and thio-carbonyl double bonds, as well as shortened C - N bonds, are observed in the title compound. The short C - N bond lengths in the centre of the mol-ecule reveal the effects of resonance in this part of the mol-ecule. The asymmetric unit of the title compound contains two crystallographically independent mol-ecules, A and B. There is very little difference between the bond lengths and angles of these mol-ecules. In mol-ecule B, one di-n-propyl group is twisted in a -anti-periplanar conformation with C - C - C - H = -179.1 (3)° and the other adopts a -synclinal conformation with C - C - C - H = -56.7 (4)°; in mol-ecule A the two di-n-propyl groups are twisted in + and -anti-periplanar conformations, with C - C - C - H = -179.9 (3) and 178.2 (3)°, respectively. In the crystal, the mol-ecules are linked into dimeric pairs via pairs of N - H?S hydrogen bonds.
Recommended Citation
Binzet, Gün; Flörke, Ulrich; Külcü, Nevzat; and Arslan, Hakan, "4-Bromo-N-(di-n-propyl-carbamothioyl)-benzamide" (2009). College of Health, Science, and Technology. 995.
https://digitalcommons.uncfsu.edu/college_health_science_technology/995