Nitration of benzonitrile was investigated using a nitric acid/acid anhydride/zeolite catalyst system under different reaction conditions. Trifluoroacetic and chloroacetic anhydrides were found to be the most active among the anhydrides tried. Also, zeolites Hb and Fe 3? b (Si/ Al = 12.5) were found to be the most active catalysts. For example, nitration of benzonitrile with trifluoroacetyl nitrate under reflux conditions in dichloromethane gave 3-and 4-nitrobenzonitriles in quantitative yield, of which the para-isomer represented 24-28%. The yield of para-isomer was improved to 33% when passivated Hb was used under similar reaction conditions. This is easily the most para-selective nitration of benzonitrile ever recorded. Also, no ortho-isomer was formed under the conditions tried. The zeolite can be easily recovered, regenerated by heating and reused up to six times to give results similar to those obtained with a fresh sample of the catalyst. The nitration system was applied successfully to a range of deactivated mono-substituted benzenes to give para-isomers in significantly higher proportions than in the corresponding traditional nitration reactions.

Mononitration of phenol was investigated using iso-propyl nitrate as a nitrating agent over various zeolite catalysts under different reaction conditions. Zeolite Hb with a low Si/Al ratio (12.5) was found to be an active catalyst for nitration of phenol under reflux conditions in dichloroethane, producing 2-and 4-nitrophenols in a ratio of around 1:1. However, zeolites H-mordenite, HY and Hb (with high Si/Al ratio-150 or 300) gave 2-nitrophenol as the major product (ortho/para ratio = ca. 2-3).

In the title compound, C12H7N3O2S, the dihedral angle between the planes of the thia­zolo­pyridine ring system (r.m.s. deviation = 0.005 Å) and the benzene ring is 3.94 (6)°. The nitro group is rotated by 7.6 (2)° from its attached ring. In the crystal, extensive aromatic π–π stacking [shortest centroid–centroid separation = 3.5295 (9) Å] links the mol­ecules into (001) sheets.

CCDC no.: 1487250The asymmetric unit of the title structure is shown in the gure. Tables 1 and 2 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters. Source of materialtert-Butyl 2-phenylethylcarbamate was synthesized from the reaction of 2-phenylethylamine with 1.2 equivalents of ditert-butyl dicarbonate in the presence of 1.5 equivalents of triethylamine in dichloromethane at 0°C for 15 minutes and

CCDC no.: 1443917The asymmetric unit of the crystal structure is shown in the gure. Tables 1 and 2 contain details of the measurement