SELECTIVE FORMATION OF HYDROGEN-BONDED COCRYSTALS BETWEEN A SULFONAMIDE AND AROMATIC CARBOXYLIC-ACIDS IN THE SOLID-STATE

被引:114
作者
CAIRA, MR
NASSIMBENI, LR
WILDERVANCK, AF
机构
[1] Department of Chemistry, University of Cape Town
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1995年 / 12期
关键词
D O I
10.1039/p29950002213
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Go-grinding sulfadimidine [4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide] with several aromatic carboxylic acids in the solid state produces 1:1 hydrogen bonded cocrystals which are identical to those obtained from reaction between the components in solution. The kinetics of solid state formation of selected cocrystals have been measured using X-ray powder diffraction. Sulfadimidine selectively cocrystallizes with 2-aminobenzoic acid when the latter is present in binary mixtures of acids. Solid state reaction of the cocrystal sulfadimidine 2-hydroxybenzoic acid with 2-aminobenzoic acid results in elimination of 2-hydroxybenzoic acid and formation of the cocrystal sulfadimidine 2-aminobenzoic acid.
引用
收藏
页码:2213 / 2216
页数:4
相关论文
共 15 条
[1]  
BERNSTEIN J, 1994, STRUCTURE CORRELATIO, V2, P431
[2]   ANTHRANILIC ACID-I, C7H7NO2, BY NEUTRON-DIFFRACTION [J].
BROWN, CJ ;
EHRENBERG, M .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1985, 41 (MAR) :441-443
[3]  
Brown M. E., 1988, INTRO THERMAL ANAL T
[4]   MOLECULAR-COMPLEXES OF SULFONAMIDES .2. 1/1 COMPLEXES BETWEEN DRUG MOLECULES - SULFADIMIDINE ACETYLSALICYLIC-ACID AND SULFADIMIDINE-4-AMINOSALICYLIC ACID [J].
CAIRA, MR .
JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1992, 22 (02) :193-200
[5]   MOLECULAR-COMPLEXES OF SULFONAMIDES .1. 1-1 COMPLEXES BETWEEN SULFADIMIDINE [4-AMINO-N-(4,6-DIMETHYL-2-PYRIMIDINYL)BENZENESULFONAMIDE] AND 2-AMINOBENZOIC AND 4-AMINOBENZOIC ACIDS [J].
CAIRA, MR .
JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1991, 21 (05) :641-648
[6]  
CAIRA MR, UNPUB J CHEM CRYSTAL
[7]   HYDROGEN-BOND DIRECTED COCRYSTALLIZATION AND MOLECULAR RECOGNITION PROPERTIES OF DIARYLUREAS [J].
ETTER, MC ;
URBANCZYKLIPKOWSKA, Z ;
ZIAEBRAHIMI, M ;
PANUNTO, TW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (23) :8415-8426
[8]   ENCODING AND DECODING HYDROGEN-BOND PATTERNS OF ORGANIC-COMPOUNDS [J].
ETTER, MC .
ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (04) :120-126
[9]   THE USE OF COCRYSTALLIZATION AS A METHOD OF STUDYING HYDROGEN-BOND PREFERENCES OF 2-AMINOPYRIMIDINE [J].
ETTER, MC ;
ADSMOND, DA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (08) :589-591
[10]   SELF-ORGANIZATION OF ADENINE AND THYMINE IN THE SOLID-STATE [J].
ETTER, MC ;
REUTZEL, SM ;
CHOO, CG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4411-4412