Azide amine reduction





Azide is the anion with the formula.
Aminobenzlactam 1, a key intermediate for the synthesis of many biologically active compounds 1a,1b,1c,1d such as thromboxane synthase inhibitors, and benazepril hydrochloride, can be prepared by reduction of the corresponding azide.This reaction is very popular in click chemistry.Prudent practices in the laboratory: handling and disposal of chemicals.Authors: Paul T Nyffeler; Chang-Hsing Liang; Kathryn M Koeller; Chi-Huey Wong.This report describes an improvement of the diazotransfer reaction and the first example of a regioselective azide reduction of compounds containing multiple azides.3 Some azides are produced by treating the carbonate salts with hydrazoic acid."An efficient synthesis of -imino- and -amino-enamino esters".N 3 is a linear anion that is isoelectronic with, cO2, NCO, N2O, NO 2 and, nCF.6a,6b,6c,6d,6e,6f, the use of zinc and ammonium chloride has been well established in organic synthesis for the reduction of nitro group 7, however, little attention has been focused on the reduction of azido converse promo femme group.
Aryl azide was also reduced in excellent yield (98, Entry 7 ).
A novel enantioselective synthesis of -amino acids has been developed, which is broad in scope, simple in application, and advantageous for many -amino acids of interest in chemistry, biology, medicine.
Xxiii: The crystallization behavior of cis -Co(en)2(N3 SO3)2H2O (I) and of cis -Co(en)2(NO2 SO3)H2O (II.
Brauer, Academic Press, 1963,.Various devastating explosions were reported while reaction mixtures were being concentrated on a rotary evaporator.As a pseudohalogen compound, sodium azide generally displaces an appropriate leaving group (e.g., Br, I, OTs) to give the azido compound.Hydrogen, a general method for the reduction of azides 4, but the yields were always below 54 due to the incomplete conversion (.While olefin, Cbz, benzyl ester and azide functionalities were hydrogenated smoothly, benzyl ethers were not cleaved.1, the dominant application of azides is as a propellant in air bags.The reduction of azides to amines is of considerable importance for the introduction of primary amino group in organic synthesis because of the easy preparation of azide by regio and stereo controlled procedure.The last step is another tautomerization with the formation of the enamine 7 as a mixture of cis and trans isomers tm Damon.Washington,.C.: National Academy Press.Moreover, this new reduction system of zinc and ammonium chlorides could tolerate some functional groups which were easily destroyed during hydrogenation, such as CC bond, benzyl, and so on, thus the azides bearing such groups were reduced in high yields (Entries 2 and 4 ).The azo-transfer compounds, trifluoromethanesulfonyl azide and imidazole-1-sulfonyl azide, are prepared from sodium azide as well.Previous Document: 5-Endo-trig radical cyclizations: disfavored or favored processes?; Collective Volume, 4,. .





Entry Reducing Agent Temp Time Yield 1 H2-10Pd/C rt 824 h * 54 2 HCO2NH4-10 Pd/C rt 24 h 43 3 HCO2NH4-5 Pd/Al rt 24 h 65 4 NaBH4/CoCl26 H2O rt 24 h 45 5 Fe/NH4Cl reflux 1 h 73 6 Zn/NH4Cl reflux 10 min.
This Aug 2004 static snapshot is hosted by Erowid as of May 2005 and is not being updated.
Azides are explosophores and toxins.

[L_RANDNUM-10-999]

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