2-(2-Methylphenyl)-N-(1,3-thiazol-2-yl)acetamide

In the title compound, C12H12N2OS, the dihedral angle between the benzene and thiazole rings is 83.5 (7)°. The acetamide group is almost coplanar with the thiazole ring, being twisted from it by 4.2 (9)°. In the crystal, pairs of N—H⋯N hydrogen bonds link molecules into inversion dimers, generating R 2 2[8] loops; the dimers are stacked along [001].

In the title compound, C 12 H 12 N 2 OS, the dihedral angle between the benzene and thiazole rings is 83.5 (7) . The acetamide group is almost coplanar with the thiazole ring, being twisted from it by 4.2 (9) . In the crystal, pairs of N-HÁ Á ÁN hydrogen bonds link molecules into inversion dimers, generating R 2 2 [8] loops; the dimers are stacked along [001].
BN thanks the UGC for financial assistance through BSR one-time grant for the purchase of chemicals. PSN thanks Mangalore University for research facilities and the DST-PURSE financial assistance. JPJ acknowledges the NSF-MRI program (grant No. CHE-1039027) for funds to purchase the X-ray diffractometer.
Supporting information for this paper is available from the IUCr electronic archives (Reference: HB7232).

Comment
N-Substituted 2-arylacetamides are interesting compounds because of their structural similarity to the lateral chain of natural benzylpenicillin (Mijin et al., 2008). As part of our ongoing studies of such systems (Nayak et al., 2014) we report herein the crystal structure of the title compound, (I), C 12 H 12 N 2 OS.
In (I), the dihedral angle between the mean planes of the phenyl and thiazol rings is 83.5 (7)

Experimental
2-Methylphenylacetic acid (0.150 g, 1 mmol), 2-aminothiazole (0.100 g, 1 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (1.0 g, 0.01 mol) were dissolved in dichloromethane (20 ml). The mixture was stirred in presence of triethylamine at 273 K for about 3 h. The contents were poured into 100 ml of ice-cold aqueous hydrochloric acid with stirring, which was extracted thrice with dichloromethane. The organic layer was washed with saturated NaHCO 3 solution and brine solution, dried and concentrated under reduced pressure to give the title compound (I). Colourless prisms were grown from methanol solution by slow evaporation (M.P.: 401-403 K).

Refinement
All of the H atoms were placed in their calculated positions and then refined using the riding model with Atom-H lengths of 0.95Å (CH), 0.99Å (CH 2 ), 0.98Å (CH 3 ) or 0.88Å (NH). Isotropic displacement parameters for these atoms were set to 1.2 (CH, CH 2 , NH) or 1.5 (CH 3 ) times U eq of the parent atom. Idealised Me refined as rotating group.