Methyl-3-nitro-l-nitrosoguanidine

Major sources are the basic hydrolysis of V-methyl-V-nitrosourea (or V-methyl-V-nitroso-/)-toluenesulfonamide (Diazald ) or l-methyl-3-nitro-l-nitrosoguanidine (MNNG). 

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. 

Wear protective gloves, laboratory coat, and goggles. Work in the fume hood. Add sufficient 3 M sulfuric acid (1.7 mL of concentrated sulfuric acid slowly added to 8.3 mL of cold water) to the waste to produce a solution not more than 5% in l-methyl-3-nitro-l-nitrosoguanidine. For each 10 mL of solution, add 0.5 g of potassium permanganate to give a 0.3 M solution. Stir the mixture at room temperature for 12 hours. Neutralize by cautiously adding soda ash or 10% aqueous sodium hydroxide solution, and then add, while stirring, a saturated aqueous solution of sodium bisulfite (approximately 10 g of sodium bisulfite per 35 mL of water) until a colorless liquid is formed. Wash into the drain with water. 10... 

Zimmermann, F.K., and R. Schwaier. Induction of mitotic gene conversion with nitrous acid, 1-methyl-3-nitro-l-nitrosoguanidine and other alkylating agents in Saccharomyces cerevisiae. Molec. Gen. 

In a separate flask, l-methyl-3-nitro-l-nitrosoguanidine (7.36 mmol) was added to a mixture of 14 ml diethyl ether and 8 ml 40% aqueous KOH, then stirred 10 minutes, and the phases separated. 

Ethyl A-methyl-A-nitrosocarbamate, 1597 Lead(II) trinitrosobenzene-1,3,5-trioxide, 3594 l-Methyl-3-nitro-l-nitrosoguanidine, 0876 A-Methyl-A-nitrosourea, 0875... 

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) ... 

Related Reagents. Diazomethane l-Methyl-3-nitro-l-nitrosoguanidine A -Methyl-A-nitrosoacetamide N-[N -Methyl-A -nitroso(aminomethyl)]benzamide. 

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