The Preparation and Crystal-Structure of N3,N4-Dimethylpyrrole-3,4-dicarboxamide Monohydrate

Abstract

The crystal structure of N3,N4-dimethylpyrrole-3,4-dicarboxamide monohydrate has been determined and refined to a residual of 0.034 for 1015 observed reflections. Crystals are monoclinic, space group P21/n with Z 4 in a cell of dimensions a 7.367(2), b 19.984(4), c 7.621(2) �, β 117.84(1)�. The pyrrole ring and the substituent amide side chains are essentially coplanar. The side chains are syn-syn related with an intramolecular hydrogen bond between a carbonyl oxygen of one group and the amide hydrogen of the other [O…N, 2.718(2) � ]. Intermolecular hydrogen bonding is also found between the pyrrole NH group and a carbonyl oxygen [N…O, 2.770(2) � ] and between the lattice water and three separate amide residues [N…O, 2.878(2); OH…O, 2.747, 2.865(2) � ].

One‐Pot Rh(III)‐Catalyzed Twofold C−H Activation/Oxidative Annulation of N‐Arylpyrroles with Alkynes to Fluorescent Ullazines

“…All the synthesised compounds were named following IUPAC guidelines as applied by ChemDraw Professional (version 22.0). 1 H and 13 C nuclear magnetic resonance experiments were carried out using a Varian Inova 500 MHz, a Varian Inova 400 MHz, a Varian Mercury 300 MHz or a Bruker DPX 250 or a Bruker Avance 300 NMR spectrometers. All chemical shifts are reported in parts per million (ppm) and referenced to residual solvent peaks.…”

“…Multiplicities are reported as follows: s = singlet, d = doublet, t = triplet, q = quartet, m = multiplet or as a combination of them. Multiplicities of 13 C NMR signals were determined by DEPT experiments. Mass spectrometry was carried out on a Bruker micro TOF spectrometer.…”

“…1 H-NMR (500 MHz, CDCl 3 ) δ (ppm): 7.30 (dd, J = 8.1, 6.7 Hz, 4H), 7.26-7.13 (m, 16H), 6.77 (s, 2H), 3.61 (s, 3H), 3.57 (q, J = 7.1 Hz, 4H), 0.99 (t, J = 7.1 Hz, 6H). 13 Diethyl 6-acetyl-3,4,8,9-tetraphenylindolizino [6,5,4,3-ija] quinoline-1,2-dicarboxylate (3 ha): Solvents used: Hex/DCM/ EtOAc (8:1:1). Amount of 3 ha obtained: 76.5 mg (56% yield), yellow solid.…”

“…1 H-NMR (500 MHz, CDCl 3 ) δ (ppm): 7.90 (s, 2H), 7.41-7.18 (m, 20H), 3.63 (q, J = 7.1 Hz, 4H), 2.45 (s, 3H), 1.04 (t, J = 7.1 Hz, 6H). 13 Dimethyl 3,4,8,9-tetrakis (4-methoxyphenyl)indolizino [6,5,4,3ija] [6,5,4,3-ija] quinoline-1,2-dicarboxylate (3 bc): Solvents used: Hex/EtOAc gradient (95:5 to 85:15). Amount of 3 bc obtained: 86.1 mg (47% yield), yellow solid.…”

Nouvelle méthode de synthèse de pyrroles sous micro-ondes

“…Les dCrivCs pyrroliques disubstituks, uniquement en positions 3 et 4, sont d'un accks difficile. On peut les prCparer 2 partir du succinate d'Cthyle (20)(21)(22), du tosylmethyl isonitrile (23)(24)(25) ou enfin par retro Diels-Alder (26)(27)(28).…”