35193-93-2

Upstream product

• 542-05-2 acetonedicarboxylic acid 
• 638-37-9 butanedial 
• 62-53-3 aniline 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 6690-08-0 8,8-dimethyl-3-oxo-8-azonia-bicyclo[3.2.1]octane iodide 
• 532-24-1 tropinone 

Downstream Products

• 102709-02-4 N,N-diethyl-N'-(8-phenyl-nortropane-3endo-yl)-ethylenediamine 
• 102457-13-6 N,N,N'-triethyl-N'-(8-phenyl-nortropane-3endo-yl)-ethylenediamine 
• 110147-72-3 N-(2-diethylamino-ethyl)-N-(8-phenyl-nortropane-3endo-yl)-acetamide 
• 123935-68-2 N-(2-diethylamino-ethyl)-N'-phenyl-N-(8-phenyl-nortropane-3endo-yl)-thiourea 
• 112166-48-0 N-Phenyl-8-azabicyclo<3.2.1>octylidene-3-malononitrile 
• 1447947-63-8 2-allyl-8-phenyl-8-azabicyclo[3.2.1]octan-3-one 

Relevant academic research and scientific papers

Synthesis and acid catalytic activity of 1,5,3,7-diazadiphosphocine-1,5-dicarboxylic acids

In order to synthesize new bioactive sompounds and contrasting agents, reactions of amino acids (glycine, aspartic acid and glutamic acid) with para formaldehyde and hypophosphorous acid were executed. Products are 3,7-dihydroxy-3,7-dioxoperhydro-1,5,3,7-diazadiphosphocine-1,5-diacetic acid (4a), 2-[5-(1,2-dicarboxyethyl)-3,7-dihydroxy-3,7-dioxoperhydro-diazadiphosphocine-1-yl]-succinic acid (4b) and 3,7-dihydroxy-3,7-dioxoperhydro-1,5,3,7-diazadiphosphocine-1,5-di-(2-glutaric acid) (4c). As shown in Table-1, the reactions of 4a-c in presence of acid catalysts (all 100 % GC yields) gave only 8-phenyl-8-azabicyclo[3.2.1]octan-3-one (5) (4a; pH (1M) = 0.17, 4b; pH (1M) = 0.15, 4c; pH (1M) = 0.16). In case of inorganic acid catalysts, 8-phenyl-8-azabicyclo[3.2.1]octan-3-one (5) and N-phenyl pyrrole (6) (HCl: 5 = 89.4 and 6 = 10.3 %, H2SO4; 5 = 94.4 and 6 = 5.5 %, CH3COOH: 5 = 13 and 6 = 7.8 %, citric acid: 5 = 80.6 and 6 = 18.7 %) were synthesized. Because of selective acid catalytic ability of 4a-c, we will try reactivity studies as acid catalysts of 4a-c about all acid catalytic reactions.

Synthesis of heteroaromatic derivatives with nitrogen atoms: Tripyrrolyl pyrimidine and tripyrrolyl[1,3,5]triazine

As a part of a research program related to the synthetic study of pharmacologically and photoconductively interesting pyrrole derivatives, we have synthesized 1-arylpyrroles (3a-e), 9-arylcarbazoles (4a-e), aminophenylpyrroles (6a,b), dipyrrolylbenzenes (7a-c), 2,4,6-tri-pyrrol-1- yl-pyrimidine (8) and 2,4,6-tri-pyrrol-1-yl[1,3,5]triazine (9). We proposed a plausible mechanism for the formation of 9-arylcarbazole.

Efficient, two-step synthesis of N-substituted nortropinone derivatives

We describe a novel strategy for the synthesis of N-substituted nortropinone derivatives starting from tropinone. The key step of our synthesis is a reactivity umpolung of tropinone, which yields 8,8-dimethyl-3-oxo-8-azonia-bicyclo[3.2.1]octane iodide (IDABO) as a stable and convenient synthetic equivalent of cycloheptadienone.

Effect of through-bond interaction on conformation and structure in rod-shaped donor - acceptor systems: Part 2. Crystal structures of seven N-aryltropan-3-one (=8-aryl-8-azabicyclo[3.2.1]octan-3-one) derivatives

The crystal structures of seven N-aryltropan-3-one (=8-aryl-8-azabicyclo[3.2.1]octan-3-one) derivatives 1T1, 2T1, 2T2, 3T2, 5T2, 2T3, and 3T3 are presented (Fig. 2 and Tables 1-5) and discussed together with the derivatives 1T2 and 4T2 published previously. The piperidine ring adopts a chair conformation. In all structures, the aryl group is in the axial position, with the plane through the aryl C-atoms nearly perpendicular to the mirror plane of the piperidine ring. The through-bond interaction between the piperidine ring N-atom (one-electron donor) and the substituted exocyclic C=C bond (acceptor) not only elongates the central C-C bonds of the piperidine ring but also increases the pyrimidalization at C(4) of the piperidine ring. Flattening of the C(2)-C(6) part of the piperidine ring decreases the through-bond interaction.