13889-96-8Relevant academic research and scientific papers
Improved synthesis of dialkylaminopyrrolines
Flosser, David A.,Olofson, Roy A.
, p. 2045 - 2052 (2003)
The literature synthesis of 5-dialkylamino-3,4-dihydro-2H-pyrroles from 5-methoxy-3,4-dihydro-2H-pyrrole has been much improved. In initial assays, the pyrrolinium salts obtained on alkylation of the dibutylaminoamidine are excellent "naked halide" catalysts.
Process for the production of alkyl thiochloroformates
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, (2008/06/13)
The subject of the invention is a new process for the preparation of alkyl thiochloroformates. The process according to the invention consists in reacting phosgene with a mercaptan in the presence of a catalyst which is a hexaalkylguanidinium chloride or the corresponding hydrochloride of general formula: STR1 in which R1, R2, R3, R4, R5 and R6 represent alkyl radicals containing 1 to 4 carbon atoms and in which n may take either the value 0 or the value 1. The preferred catalysts are hexamethylguanidinium chloride and its hydrochloride. The process according to the invention enables very pure alkyl thiochloroformates to be obtained with milder operating conditions and simplified purification operations.
Nuclear Magnetic Resonance Studies of Iminium Salts. Part 11. Anionic Paticipation of Iminium Salts in Phosgenation Reactions
Gauvreau, Jean R.,Martin, Gerard J.,Malfroot, Thierry,Senet, Jean Pierre
, p. 1971 - 1974 (2007/10/02)
Iminium salts act as catalysts in the reaction of phosgene and phenols or thiols to yield chloroformates, which are important synthetic intermediates.This effect is explained in terms of the nucleophilicity of the chloride anion of the salts on the basis of an n.m.r. identification of various intermediates.The mechanism of nucleophilic assistance of iminium salts towards the substrate can be understood as an increase of the nucleophilicity of phenol or thiol by proton abstraction from the OH or SH group by the chloride anion.
1-(N-Octylthiocarbonyl)-2-(4-thiazolyl)benzimidazole
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, (2008/06/13)
New benzimidazoles substituted at the 1-position with carbonyl substituents and at the 2-position with a 4-thiazolyl group are effective fungicides and anthelmintics. The compounds as well as processes for their preparation are described along with antifungal and anthelmintic compositions for their use. The 1-position substituent is a hydrocarbon group of from 5 to 12 carbon atoms connected to the carbonyl group through an oxygen or a sulfur atom. The compounds are generally prepared by contacting a 1-unsubstituted benzimidazole with a hydrocarbon radical substituted chloroformate or chlorothiol formate.
