Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1991-04-16
1992-01-14
Lee, Mary C.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
548328, 548334, C07D23518, C07D40302, C07D41702
Patent
active
050812564
ABSTRACT:
2-Benzimidazole terephthalic acid, 4,4'-dicarboxy-2,2'-bisbenzimidazole benyl and 4,4"-dicarboxy-2'-phenyl-3'-[2-(4-phenylbenzthiazole)]-6'-[2-(3-phenylbenz imidazole]-p-terphenyl are provided.
Also provided are methods for preparing these dicarboxylic acids. 2-benzimidazole terephthalic acid is prepared by reacting trimellitic anhydride with o-phenylenediamine in a suitable solvent. 4,4'-dicarboxy-2,2'-bisbenzimidazole biphenyl is prepared by diazotizing 2-amino-5-bromobenzoic acid to prepare 4,4'-dibromodiphenic acid, reacting the 4,4'-dibromodiphenic acid with o-phenylenediamine in trimethylsilyl polyphosphate solution to prepare 4,4'-dibromo-2,2'-bisbenzimidazolyl biphenyl, reacting the 4,4'-dibromo-2,2'-bisbenzimidazolyl biphenyl with cuprous cyanide to prepare the corresponding dicyano compound, and hydrolyzing the dicyano compound. 4,4"-Dicarboxy-2'-phenyl-3'-[2-(4-phenylbenzthiazole)]-6'-[2-(3-phenylbenz imidazole)]-p-terphenyl is prepared by reacting a 4-benzazole benzil with 1,3-bis(p-bromophenyl)-2-propanone to prepare 2,5-bis(p-bromophenyl)-3-phenyl-4-(2-phenylbenzazole) cyclopentadienone, reacting the cyclopentadienone with 2-(3-ethynylphenyl) benzimidazole to prepare the corresponding dibromo terphenyl compound, reacting the dibromo terphenyl compound with cuprous cyanide to prepare the corresponding dicyano terphenyl compound, and hydrolyzing the dicyano compound.
REFERENCES:
patent: 4892921 (1990-01-01), Tsai et al.
patent: 4892953 (1990-01-01), Arnold et al.
Arnold Fred E.
Tan Loon-Seng
Bricker Charles E.
Lee Mary C.
Miltenberger Lenora
Singer Donald J.
United States of America as represented by the Secretary of the
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