Nitrosoguanidine preparation

According to these authors, nitrosoguanidine is prepared by the reduction of nitroguanidine with zinc dust in a neutral medium, in the presence of ammonium chloride at room temperature (below 20-25°C). The product is filtered off together with a precipitate of zinc oxide and zinc salt, from which it is then extracted with hot (65°C) water. Nitrosoguanidine crystallizes when the solution is cooled to 0°C. The yield is about 50%. 

Preparation of Benzalaminoguanidine Nitrate (Benzaldehyde Guanyl-hydrazone Nitrate). Twenty-six grams of zinc dust and 10.4 grams of nitroguanidine are introduced into a 300-cc. Erlenmeyer flask, 150 Cc. of water is added, then 42 cc. of glacial acetic acid at such a rate that the temperature of the mixture does not rise above 40°. The liquid at first turns yellow because of the formation of nitrosoguanidine but... 

Protected amino acids or peptides are activated at the carboxy group by the mixed anhydride method using isobutyl chloroformate and NMM and reacted with ethereal diazomethane to form the corresponding peptidyl diazomethyl ketone (Scheme 1). The diazomethane solution is prepared from TV-methyl-A -nitroso-d-toluenesulfonamide (Diazald, Aldrich) or l-methyl-3-nitro-l-nitrosoguanidine (MNNG, Aldrich) according to the supplier s instruction (Aldrich information bulletin No. Al-180). No racemization occurs when diazomethyl ketones are prepared by this method. 

Analysis of Reagent Purity diazomethane is titrated by adding a known quantity of benzoic acid to an aliquot of the solution such that the solution is colorless and excess benzoic acid remains. Water is then added, and the amount of benzoic acid remaining is back-titrated with NaOH solution. The difference between the amount of acid added and the amount remaining reveals the amount of active diazomethane present in the aliquot. Preparative Methods diazomethane is usually prepared by the decomposition of various derivatives of A-methyl-iV-nitroso-amines. Numerous methods of preparation have been described,. but the most common and most frequently employed are those which utilize N-Methyl-N-nitroso-p-toluenesulfonamide (Diazald 1), l-Methyl-3-nitro-l-nitrosoguanidine (MNNG, 2)f oriV-methyl-Mnitrosourea (3) ... 

It was noticed that BTND and EGCG induce apoptosis in the transformant of JB6 cells. These transformant cells were prepared by the treatment of JB6 cells with A-ethyl-A -nitro-iV-nitrosoguanidine. Apoptotic cells were detected... 

A -[ C]methyl-p-toluenesulfonamide. [ CJMethylamine can be prepared by catalytic reduction of aLkalimetal[ C]cyanide " orby reaction of [ CJmethyliodide with potassium phthalimide " " (Chapters, Section 5.5). l-[ C]Mefhyl-3-nitro-l-nitrosoguanidine and A -nitroso-Af-[ C]methylurea have been recommended as alternative CH2N2 sources " . 

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