TY  - JOUR
A1  - Modarresi-Alam, Ali Reza
A1  - Inaloo, Iman Dindarloo
A1  - Kleinpeter, Erich
T1  - Synthesis of primary thiocarbamates by silica sulfuric acid as effective reagent under solid-state and solution conditions
JF  - Journal of molecular structure
N2  - A simple and efficient method for the conversion of alcohols and phenols to primary O-thiocarbamates and S-thiocarbamates in the absence of solvent (solvent-free condition) using silica sulfuric acid (equivalent to SiO2-OSO3H) as a solid acid is described. The products are easily distinguished by IR, NMR and X-ray data. X-ray data of the compounds reveal a planar trigonal orientation of the NH2 nitrogen atom with the partial C,N double-bond character and the C=S or C=O groups in synperiplanar position with C-aryl-O and C-alkyl-S moieties, respectively. Moreover, the -O-CS-NH2 group which is perpendicular to the plane of the benzene ring in 1c and the central thiocarbamate -S-CO-NH2 group in 2b are essentially planar.
KW  - Solvent-free
KW  - N-unsubstituted(primary)O-thiocarbamates
KW  - N-unsubstituted (primary)S-thiocarbamates
KW  - Isothiocyanic acid
KW  - Solid acid
KW  - Silica sulfuric acid
Y1  - 2012
U6  - https://doi.org/10.1016/j.molstruc.2012.05.033
SN  - 0022-2860
VL  - 1024
IS  - 9
SP  - 156
EP  - 162
PB  - Elsevier
CY  - Amsterdam
ER  -