- Continuous flow nucleophilic aromatic substitution with dimethylamine generated in situ by decomposition of DMF
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A safe, practical, and scalable continuous flow protocol for the in situ generation of dimethylamine from DMF followed by nucleophilic aromatic substitution of a broad range of aromatic and heteroaromatic halides is reported.
- Petersen, Trine P.,Larsen, Anders Foller,Ritzen, Andreas,Ulven, Trond
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p. 4190 - 4195
(2013/05/23)
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- Ce(SO4)2-mediated nitration of N,N-dialkylanilines with NaNO2 in water
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Ce(SO4)2-mediated nitration of N,N-dialkylanilines with NaNO2 using water as the solvent has been achieved in good to excellent yields. The nitrating reaction proceeded smoothly at ambient temperature. Copyright Taylor & Francis Group, LLC.
- Yang, Xianghua,Xi, Chanjuan
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p. 3381 - 3392
(2008/02/12)
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- Evidence for radical cations in linked mechanisms of N,N-Dialkyl aromatic amine nitration and nitrosative dealkylation
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N,N,-Dialkyl aromatic amines react rapidly with nitrous acid to competitively produced a nitrosamine and a nitro compound. The mechanism of nitro compound formation involves a reaction of an amine radical cation with NO2, while the nitrosamine
- Loeppky, Richard N.,Singh, Sukhjeet P.,Elomari, Saleh,Hastings, Riley,Theiss, Thomas E.
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p. 5193 - 5202
(2007/10/03)
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- Transnitrosation by N-aryl-N-nitrosoureas; NO-carrying O-nitrosoisourea
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Transfer of nitroso groups, so-called transnitrosation, from aromatic N-nitroso compounds such as N-nitrosoureas, N-nitrosamides and N-nitrosamines, to aromatic amines or ureas was observed under non-acidic conditions at room temperature. Sterically hindered 3,3-dibenzyl-1-(4-tolyl)-1-nitrosourea (1a) rapidly nitrosates indoline, N-alkylanilines or 3-methyl-1-(4-tolyl)urea to give their N-nitroso derivatives. In the case of N,N-dimethylanilines, nitrosative demethylation occurs to give N-methyl-N-nitrosanilines. The transnitrosation is accelerated by electron-releasing groups on the nitroso acceptors, N-alkylanilines. The transnitrosation mechanism is considered to be as follows: N-nitrosourea (1) thermally decomposes to nitric oxide and ureidyl radical followed by formation of an O-nitrosoisourea intermediate (10), which acts as an NO-carrying agent and nitrosates anilines or ureas.
- Tanno,Sueyoshi,Miyata
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p. 1760 - 1767
(2007/10/02)
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- α-Mercaptophenylacetic acid derivatives of imidazole-containing compounds and analogues thereof
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α-Mercaptobenzylacetic acid derivatives of imidazole-containing compounds and analogues thereof, and their use as immunomodulating agents are disclosed.
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- THE REACTION OF ACTIVATED ARYL AND HETEROARYL DIHALIDES WITH HMPA. A REGIOSELECTIVITY STUDY
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A series of activated aryl and heteroaryl dihalides were reacted with HMPA at elevated temperatures.Of the eleven examples studied, all but one reacted in a regioselective manner to give a monohalo-N,N-dimethylamino derivative.
- Gupton, John T.,Wysong, Ernest,Norman, Bryan,Hertel, George,Idoux, John P.
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- REACTION OF 2,4-DISUBSTITUTED CHLOROBENZENES WITH 3-ALKYLAMINO- AND 3-DIALKYLAMINOPROPIONITRILES
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The reaction of 2,4-disubstituted chlorobenzenes with 3-dialkylaminopropionitriles at 65-170 deg C leads to the formation of 2,4-disubstituted N,N-dialkylanilines, and the reaction with 3-alkylaminopropionitriles at 20-130 deg C leads to the formation of 2,4-disubstituted N-alkyl-N-β-cyanoethylanilines.In addition, in the latter case at high temperature (130 deg C) the cyanoethyl group is removed from the substituted N-alkyl-N-β-cyanoethylaniline with the formation of the 2,4-disubstituted N-alkylaniline.
- Plakidin, Val. L.,Vostrova, V. N.
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p. 295 - 303
(2007/10/02)
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