Open AccessEthyl 2‐{[2‐(3‐nitrophenyl)‐5‐phenyl‐1 H ‐imidazol‐4‐yl]sulfanyl}acetate: synthesis via a microwave‐mediated combinatorial chemistry approach
Author(s) -
Gallagher John F.,
Coleman Clare M.,
O'Shea Donal F.
Publication year - 2002
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270101020571
Subject(s) - chemistry , intramolecular force , sulfanyl , moiety , stereochemistry , intermolecular force , ring (chemistry) , medicinal chemistry , molecule , organic chemistry
The orange title compound, C 19 H 17 N 3 O 4 S, can be synthesized either via microwave‐mediated combinatorial chemistry strategies or conventional synthetic procedures. The phenyl and meta ‐nitrophenyl C 6 rings are essentially coplanar with the central imidazolyl ring, with interplanar angles of 0.87 (5) and 0.97 (4)°, respectively, resulting in optimum conjugation (SCH 2 moiety included); λ max = 281 nm in CH 3 CN. The principal intermolecular interactions are N imid —H⋯O nitro and N imid —H⋯O=C [N⋯O = 3.058 (2) and 3.432 (3) Å, and N—H⋯O = 128 and 153°, respectively]. The closest H⋯S distance is an intramolecular C—H⋯S contact, with H⋯S = 2.54 Å and C—H⋯S = 136°.