1.2.3- Triazole 2-methyl-4,5-dinitro

Amino-5-nitro-1,2,3-triazole (ANTZ) (130), an explosive showing high thermal stability, has been synthesized via this route the reaction of sodium azide, acetaldehyde and 2,2-dinitroethyl acetate forming 4-methyl-5-nitro-1,2,3-triazole, which on conversion of the methyl group to an amino group yields ANTZ (130). Treatment of ANTZ (130) with hydrogen peroxide in sulfuric acid yields 4,5-dinitro-1,2,3-triazole (DNTZ) (131). 

MNTA Molotov cocktail l-Methyl-3,5-dinitro-l,2,4-triazole... 

Sorbitol hexanitrate Monomethyl cyclohexanepentanitrate l-Methyl-3,5-dinitro-1,2,4-triazole N-Methyl gluconamide pentanitrate... 

Nitration of 2-methyl-l,2/3-triazole 341 (R=Me) proceeded smoothly furnishing a mixture of 4- and 5-nitro derivatives 362 (R=Me) and 363 (R=Me). Both transformed to the 4,5-dinitro compound 364 (R=Me) at elevated temperature (1986ACSA(B)262). 

The molecule of 3-nitro-3 -chloro-l//-bi-l,2,4triazole-5,l -yl has transoid conformation, where the substituents (chlorine and nitro group) are most distant from each other and the rotation angle of two triazole rings is 5°, while the nitro group is rotated by 4° with respect to the triazole cycle [156], Molecular and crystalline structures of 1-methyl-3,5-dinitro-l, , 4-triazole [153] and l-(mesityl-2-sulfonyl)-3-nitro-l,2,4-triazole were determined [119]. 

The amine atom N9 has planar trigonal geometry, and deviation of the N9 from the H10, Hll, and C4 plane is 0.05 A [175], The molecule of 2-methyl-4,5-dinitro-l, 2,3-triazole 1-oxide has a similar structure [176] ... 

In the reaction of 3-nitro-5-R-l,2,4-triazolate-anion with 3,5-dinitro-l-(2-oxo-propyl)-l,2,4-triazole both the products of nucleophilic substitution in position 5 and condensed compounds [5-methyl-5-(3-nitro-5-R-l,2,4-triazol-l-yl)-5,6-dihydroxazolo[3,2-b]-l,2,4-triazoles] are formed. Their structures were established by H NMR and IR spectroscopy [585],... 

C NMR spectra of 3-nitro-l,2,4-triazol-5-one and seven of its salts with different amines have been studied. The chemical shifts of C-3 and C-5 are independent of the nature of the cation (Table 3.21) [560], NMR spectra of 1-nitro-1,4-dihydro-1-7/-l,2,4-triazol-5-one, 5-(3-azido-l,2,4-triazol-3-yl)-3-nitro-l,2,4-triazoles [611], l-alkyl-3-nitro-l,2,4-triazol-5-one [612], some 3-nitro-2-methyl-l,2,4-triazolone derivatives [613-615], and their mono- and dinitro energetic salts [616] have been discussed. 

The electrochemical reduction process of 1-methyl-3,5-dinitro-l, , 4-triazole is unusually proceeded ESR spectrum of its radical trianion in acetonitrile is identified [853] (Scheme 3.20). 

Table 3.74 Mass spectral data of nitro-l,2,3-triazole-l-oxides and 2-methyl-4,5-dinitro-1,2,3-triazole [608]...

Hydrazin 2-(2,4-Dinitro-phenyl)-l-(2-oxo-propanoyl)- E5, 1157 (R-COOH + H2N-NHR) lH-l,2,3-Triazol l-Acetyl-5-methyl-... 

An unusual feature of triazole chemistry is the ready exchange of nitro groups of nitro-and dinitro-triazoles and nitrotriazolinones (67cb2250, 70KGS269, 70KGS1701). The reaction of l-methyl-3,5-dinitro-l,2,4-triazole with hydrazine (7OKGS997) exemplifies such reactions... 

The corresponding 2-phenylimidazo[2,l-f)]benzothiazole 419 (Scheme 19) is nitrated to give a mixture of the p-nitrophenyl derivative and the dinitro compound 439. The imidazo[2,l-b]-l,3,4-thiadiazole 421 (R = Br) (Scheme 19) gives a dinitro derivative 440, and 2-methyl-5-phenylimidazo[l,2-6]-s-triazole gives two products according to the conditions. Nitric/sulfuric acid yields 441, and 442 results from treatment of the nitrate salt of the base with sulfuric acid. ... 

Phenol, o-(t-butyl)-. See 2-t-Butylphenol Phenol, 2-s-butyl-4,6-dinitro-, ammonium salt. See 4,6-Dinitro-o-s-butylphenol ammonium salt Phenol, p-t-butyl-, phosphate (3 1). SeeTris (p-t-butylphenyl) phosphate Phenolcarbinol. See Benzyl alcohol Phenol, 2-chloro-. See 2-Chlorophenol Phenol, p-chloro-. See4-Chlorophenol Phenol, 2-(5-chloro-2H-benzo-triazol-2-yl)-4,6-bis (1,1-dimethylethyl)-. See 2-(3, 5 -Di-t-butyl-2 -hydroxyphenyl)-5-chlorobenzotri azole Phenol, 4-chloro-2-benzyl-. See Chlorophene Phenol, 4-chloro-5-methyl-2-(1 -methylethyl)-. 

A synthetic route to 1-alkyl-1,2,4-triazoHimi 4-nitroimides was developed based on alkylation of the metal salts of 4-nitramino-1,2,4-triazole with halo- and dihaloalkanes (Scheme 9) [44]. These salts are 1-methyl-1,2,4-triazolum 4-nitroimide (31a), 1-ethyl-1,2,4-triazolum 4-nitroimide (31b), l-(2-oxapropyl)-1,2,4-triazolium 4-nitroimide (32a), 1-ethoxycarbonylme-thyl-1,2,4-triazolium 4-nitroimide (32b), 1-methoxymethyl-1,2,4-triazolium 4-nitroimide (33a), l-(4-fluoro-4,4-dinitro-2-oxabutyl)-l,2,4-triazohum 4-nitroimide (33b), l-(2,3-dihydroxypropyl)-l,2,4-triazoHimi 4-nitroimide (34), bis(nitroimido-l,2,4-triazolium-l-yl)ethane (35), l,3-bis(4-nitroimido-l,2,4-triazolium-l-yl)-2-oxapropane (36), and l,3-bis(4-nitroimido-l,2,4-triazol-ium-l-yl)-3-oxapentane (37). 

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