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- Chemical Name:CID 561753
- CAS No.:56-37-1
- Molecular Formula:C13H22ClN
- Molecular Weight:227.777
- Hs Code.:2923.90
- Mol file:56-37-1.mol
Synonyms:
Synonyms:
98%, *data from raw suppliers
Benzyltriethylammonium chloride *data from reagent suppliers
Xn, 
Xi
There total 11 articles about CID 561753 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 100.0%
Reference yield: 99.0%
Reference yield: 76.3%
The study describes a new and efficient method for synthesizing indolo[3,2,1-jk]carbazoles through palladium-catalyzed intramolecular cyclization of N-(2-bromoaryl)carbazoles. The reaction involves forming carbon-carbon bonds via intramolecular arylation, which proceeds with the cleavage of C–X and C–H bonds on the carbazole ring. Various substituted N-aryl carbazole substrates, containing both electron-donating and electron-withdrawing groups, were explored under optimized conditions. The study successfully yielded indolo[3,2,1-jk]carbazoles with high thermostability, good fluorescence properties, and electron-donor potential, making them promising candidates for applications in organic electronics and material chemistry.
The study presents a practical and cost-effective synthesis of 6-methoxytryptamine, an important intermediate for the total synthesis of the pentacyclic indole alkaloid reserpine. The synthesis starts from commercially available phthalimide and 1-bromo-3-chloropropane. Initially, phthalimide and 1-bromo-3-chloropropane are treated with PEG-600 and K2CO3 under reflux to produce chloropropylphthalimide. This compound then undergoes phase transfer-catalyzed (PTC) alkylation with ethyl acetoacetate in the presence of triethylbenzylammonium chloride (TEBAC) and KOH to form phthalimidopentanoate. The phthalimidopentanoate is subsequently reacted with the diazonium salt of m-anisidine via a Japp–Klingemann reaction to yield 5-methoxyindole. Finally, the ester group in 5-methoxyindole is hydrolyzed with aqueous KOH and then decarboxylated with HCl to obtain 6-methoxytryptamine. The overall yield of the synthesis is 44%, and the method offers advantages such as mild experimental conditions, short reaction times, and simple operations.
The study investigates the chlorodecarboxylation of 3-(1,4-dimethyl-9-triptycyl)-3-methylbutanoic acid rotamers (ap-1 and sc-1) using lead(IV) acetate in benzene, with lithium chloride or benzyltriethylammonium chloride as chloride sources. The ap-isomer produces a chloride (ap-2) and a cyclized compound (3) through radical addition to a nearby benzene ring, while the sc-isomer forms a benzylic chloride (4) via hydrogen transfer from the benzylic position to the radical site in the 9-substituent, along with an acetonyl ester (5) and small amounts of a 1-acetoxymethyl compound (6) and an olefin (7). The study explores the effects of varying chloride source concentrations on product distributions and proposes mechanisms for the formation of these compounds based on the stability of the benzylic radical and participation of a methyl group.
The research aimed to explore the reactions of N-monosubstituted thioureas with α-haloacyl halides in the presence of a phase transfer catalyst in a 5% NaOH-CH2Cl2 solution. The purpose was to synthesize N-thioamido-β-lactams, thioureido acids, and 5-hydroxy-2-thiohexahydropyrimidin-4-ones, which are heterocyclic compounds with potential pharmaceutical applications. The study concluded that these reactions were successful in forming the desired compounds, with the additional finding that N-thioamido-β-lactams could be converted to 5,5-dimethyl-2-thiohexahydropyrimidin-4-ones under specific acidic conditions. The chemicals used in the process included N-monosubstituted thioureas, α-haloacyl halides, NaOH, CH2Cl2, benzyltriethylammonium chloride as a phase transfer catalyst, and 6N HCl for acidification. The reactions were found to be more efficient with the presence of a phase transfer catalyst, although they could proceed without it, albeit with lower yields.
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