Tetralin dicarboxylic acid

Model Type B (Figure 3), tetralin dicarboxylic acid and its derivatives, failed to form a stable free acid. Its anhydride regenerated consistently from its sodium salt, which was temporarily formed in aqueous alkaline solution, upon acidification. Therefore, conversion attempts with this model were abandoned. 

There are a few tetra- and pentacyclic analogues. Benzo analogues of 245 were prepared from pyridine-2,3-dicarboxylic acid anhydride and a tetralin derivative under conditions of the Friedel-Crafts reaction (85JCR(S)338). Pentacyclic compounds 258 (R = H or Me) were prepared from the bis adduct of anthranilic (or IV-methylanthranilic) acid to 1,4-benzoquinone, followed by cyclization in concentrated sulfuric acid (55JCS4440 66CB1991). 6-Methylquinoline-5,8-dione dimerized in the presence of ethanolic N-methyl-cyclohexylamine to 259 in very low yield and the dimerization is interpreted as two base-catalyzed addition reactions and three oxidation steps (71JCS(C)1253). 

Synthesis of a tetracyclic analog of 294 is also reported from the anhydride of pyrazine-2,3-dicarboxylic acid and a tetralin derivative under Friedel-Crafts conditions (85JCR(S)338). A representative of the o-quinonoid system (296) was prepared from 2,3-dichloro-1,4-naphthoquinone and o-phenyl-enediamine (63JOC1019). 

Dicarboxydecane. See C12 dibasic acid Dicarboxylic acid. See Oxalic acid Dicarboxylic acid C3. See Malonic acid Dicarboxylic acid Ce. See Adipic acid Dicarboxylic acid Cs. See Suberic acid Dicarboxylic acid C9. See Azelaic acid Dicarboxylic acid C12. See Cl2 dibasic acid Dicarboxymethane. See Malonic acid 3,4-Dicarboxy-2,3,3,4-tetrahydro-1-naphthalene succinic dianhydride. See Tetralin dianhydride Dicatechol borate, di-o-tolyl guanidine salt CAS 16971-82-7 Properties M.w. 467.37 Uses Accelerator for NR and SR stocks, CR, neoprenes for wire and cable and mechanical goods activator and mild antioxidant in NR and SBR... 

OHDPAT, 8-hydroxy-2(di- -propylamino)tetralin ACPD, trans-1 -amino-cyclopenty 1 -1,3 -dicarboxylate AMP A, DL-cr-amino-3-hydroxy-5-methylisoxazole-4-propionate BIMU8, [endo-A-8-methyl-8-azabicyclo(3.2.1)oct-3-yl]-2,3-dihydro-3-isopropyl-2-oxo-177-benzimidazol-l-carboxamide hydrochloride CGP 35348, 3-aminopropyl(diethoxymethyl)phosphinic acid CNQX, 6-cyano-7-nitroquinoxaline-2,3-dione CP 99994, (+)-(2 , 3A)-3-(2-methoxybenzylamino)-2- ... 

The reaction tolerates the presence of a phenyl group at the carbon atom that forms the bond with the aryl ring well, and can be stopped before decarboxylation or proceeds further to monocarboxylic acids derivatives of tetralin. As an example, cyclization of malonate 28 at room temperature with the use of anyhydrous hydrogen fluoride gives dicarboxylate 29." The anhydrous pyridinium poly(hydrogen fluoride) is more efficient in the same reaction. Compound 29 is obtained with almost quantitative yield with purity sufficient to use a crude product for the follow-up synthetic transformations, which lead to derivatives of l-phenyl-3-aminotetralins 30 that exhibit potential for the treatment of Parkinson disease. ... 

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