Guanidine, Nitro

Guanidine, Nitro(NGu) Haleite Lt yel Lt yel Same as EDNA Blue Wh ppt... 

GUANIDINE, 1-HETHYL-3-NITRO-1-NITROSO- see 1-METHYL-3-NITR0-1- ... 

In der Technik wird Nitro-harnstoff zum Semicarbazid (verd. Schwefelsaure Blei-Kathode 70% d.Th.)7 und Nitro-guanidin zu Amino-guanidin (91% d.Th.)8 reduziert ... 

Bicychc pyrazinones foimd in several natural products were synthesized via Michael addition of heterocyclic amines to nitro olefin followed by reduction/cyclization of the nitro group of the adduct [20] (Scheme 5). Further elaboration of the C-6 methoxycarbonyl group in pyrazinone to the n-propyl guanidine group could result in the synthesis of indoloperamine. 

The effect of steric hindrance on the rates and kinetic isotope effects for reactions of l-nitro-l-(4-nitrophenyl)alkanes and their deuterated analogues with two bicyclic guanidines of comparable basicity (l,5,7-triazabicyclo[4.4.0]dec-5-ene, TBD, and its 7-methyl derivative, MTBD) in THF has been studied. The results disagree with the notion that deuterium kinetic isotope effects are enhanced by steric hindrance, since for the reactions of MTBD with various carbon acids the KIEs decrease with steric hindrance in the carbon acid but the converse is true for reactions of TBD. 

Nitrimines are a relatively minor group of At-nitro compound. The nitro derivatives of guanidine and related compounds are the most important examples of the nitrimine group. 

Guanidines have been prepared by the reaction between an amine, or an amine salt, and a host of other reagents, such as a thiourea in the presence of lead or mercuric oxide [83, 157, 158], carbodi-imides [140, 174, 175],calcium cyanamide [176, 177], isonitrile dichlorides [178—180], chloroformamidines [181], dialkyl imidocarbonates [182], orthocarbonate esters [183], trichloro-methanesulphenyl chloride [184], and nitro- or nitroso-guanidines [185-188]. Substituted ureas can furnish guanidines, either by treatment with amines and phosphorus oxychloride [189], or by reaction with phenylisocyanate [190] or phosgene [191]. 

The authors reported the first chiral guanidine catalyzed addition of nitro-olefms to aldehydes (Scheme 62, Table 3). While reactivity and selectivity were not optimal, the discovery led to great developments in the field of asymmetric Brpnsted base catalysis. 

Terada and co-workers reported a novel guanidine catalyst with a chiral binaphthol backbone for the asymmetric addition of dicarbonyl compounds to nitro-olefins [126]. Substitution on the binaphthol backbone dramatically increased enantioselectivity. 

Terada expanded the phospha-Michael reaction to include diphenyl-phosphites [128]. A novel binaphthol-derived guanidine catalyst promoted the addition in high yields and enantioselectivities (Scheme 73). Functionalizing the external nitrogen with a diphenylmethine moeity enhanced selectivities for a large scope of nitro-olefm derivatives. 

One of the favored organisms for study of cellulolysis by Trichoderma is T. reesei. Consequently, many mutant strains which hyperproduce cellulase have been obtained by treatment with ultraviolet light, gamma irradiation, the linear accelerator, diethyl sulphate and N-methyl-N -nitro-N-nitroso-guanidine (7). Whereas much of the study of T. reesei has been with cellulose as substrate, it is relevant to consider the other fractions of natural lignocelluloses hemicellulose and holocellulose (the combined cellulose and hemicellulose fraction). 

Nitro-l/f-p5rrazole-l-[A/, 7V-bis(tert-butoxycarbonyl)]carboxamidine (1) has been developed as a new reagent for the rapid and efficient solid and solution phase synthesis of bis(carbamate)-protected guanidines from primary and secondary amines <99TL53>. 

Clairmont, Jr, "Explosive Behavior of Nitro-guanidine , Ibid, pp 761-70 23d) L.G. 

Gudolpulver was a cool proplnt developed in Germany by Dynamit AG Plant. It consisted of NC, DEGcDN NGu (Nitro-guanidine) (Vol 3 of Encycl, p C401-L)... 

---