28917-15-9Relevant academic research and scientific papers
Process for preparing 2-hydrazino-1,3-diazacycloalk-2-ene hydrohalides
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, (2008/06/13)
This invention provides a process for preparing a 2-hydrazino-1,3-diazacycloalk-2-ene hydrohalide. The process comprises reacting a one molar proportion of either tautomeric isomer of a 2-nitroamino-1,3-diazacycloalk-2-ene represented by the following formulas: STR1 wherein R1 is hydrogen, C1 -C6 alkyl, C1 -C6 hydroxyalkyl, C1 -C6 alkoxyalkyl, phenyl, substituted phenyl, benzyl, or substituted benzyl, R2 and R3 are independently hydrogen, C1 -C6 alkyl, C1 -C6 alkoxy, C1 -C6 alkoxyalkyl, hydroxyl, aryl, substituted aryl, aralkyl and substituted aralkyl, and n is an integer from 0 to 3 with about an equimolar proportion of an ammonium halide or hydrazonium halide, and about a 1 to 2 molar proportion of hydrazine hydrate in a composition selected from a C1 to C4 aliphatic alcohol, water or a mixture thereof, at a temperature from about ambient to the reflux, and isolating the end product as a monohydrohalide. This invention also provides a process for preparing a 2-hydrazino-1,3-diazacycloalk-2-ene dihydrohalide. The process comprises reacting a compound of the formula: STR2 wherein R1 is hydrogen, C1 to C6 alkyl, or C1 to C6 hydroxyalkyl, R2 and R3 are independently hydrogen or C1 to C6 alkyl, n is 0 to 3 and X is a halide ion, with hydrogen halide wherein the halide ion is the same as defined above in a C1 to C4 alkyl alcohol at about 0° to 30° C.; and recovering the corresponding 2-hydrazino-1,3-diazacycloalk-2-ene dihydrohalide.
