2-Amino-4-hydroxy-5-triazine

In the presence of hydroxy or perhydroxy radicals generated from Fenton s reagent, atrazine undergoes oxidative dealkylation in aqueous solutions (Kaufman and Kearney, 1970). Major products identified by GC/MS included deisopropylatrazine (2-chloro-4-ethylamino-6-amino-s-triazine), 2-chloro-4-amino-6-isopropylamino-5-triazine, and a dealkylated dealkylatrazine (2-chloro-4,6-diamino-s-triazine) (Kaufman and Kearney, 1970). 

Chemical/Physical. In laboratory tests, the nitrile group was hydrolyzed to the corresponding carboxylic acid. The rate of hydrolysis is faster at higher temperatures and low pHs (Grayson, 1980). The chlorine atom may be replaced by a hydroxyl group forming 2((4-hydroxy-6-(ethyl-amino)-5-triazin-2-yl)amino)-2-methylpropanenitrile (Hartley and Kidd, 1987). 

DP = dipolar aprotic solvent NMP = iV-methyl pyrrolidinone OAAT = 2-hydroxy-4,6-diamino-.s -triazine OIET = 2-hydroxy-4-(isopropylamino)-6-(ethylamino)-5-triazine OOAT = 2-hydroxy-4-hydroxy-6-amino-s-triazine PS = petroleum sulfide TBA = tetra-n-butylammonium TEA = tetraethylammonium TEOS = tetramethylorthosilicate TMA = tetramethylammonium TMU= tetramethylurea. c For reactions photoca-talyzed by POMs under anaerobic conditions, the reduced POM resulting from photooxidation of the substrate is reoxidized by reduction of protons generated in this initial substrate photooxidation step, forming H2. 

Figure 11. Intermediates identified in the microbial degradation of atrazine a, in Aspergillus fumigatus Fres. [176] b, in Nocardia sp. [180] c, in Pseudomonas sp. [182]. I, 2-chloro-4-amino-6-isopropylamino-S-triazine II, 2-chloro-4-ethylamino-6-amino-S-triazine III, 4-amino-2-chloro-S-triasine IV, 2-hydro3y-4-amino-6-isopropylamino-S-triazine V, 2-hydroxy-4-ethylamino-6-amino-S-triazine VI, 2-hydroxy-4,6-diamino-S-triazine.

No systematic study of the use of HALS as UV stabilisers in aromatic polyesters has been found in the literature very few articles even touch on the subject, and these are limited to PBT [157-159]. Without comparisons with other stabiliser types, it is difficult to assess the true capability of the HALS tested by these authors in PBT. It was noted by Borukaev and co-workers [159] that poly[[6[(l,l,3,3-tetramethylbutyl)amino]-s-triazine-2,4-diyl]-[(2,2,6,6-tetramethyl-4-piperidyl)imino]-l,6-hexamethylene[(2,2,6,6-tetramethyl-4-piperidyl)imino]] (Chimmasorb 944 Ciba) was a better UV stabiliser than the dimethylsuccinate polymer with 4-hydroxy-2,2,6,6-tetramethyl-l-piperidineethanol (Tinuvin 622 Ciba). 

Photolytic. When prometiyn in aqueous solution was exposed to UV light for 3 hours, the herbicide was completely converted to hydroxypropazine. Irradiation of soil suspensions containing prometiyn was found to be more resistant to photodecomposition. About 75% of the applied amount was converted to hydroxypropazine after 72 hours of exposure (Khan, 1982). The UV (k = 253.7 nm) photolysis of prometiyn in water, methanol, ethanol, w-butanol and benzene, yielded 2-methylthio-4,6-bis(isoprop-ylamino)-5 -triazine. At wavelengths >300 nm, photodegradation was not observed (Pape and Zabik, 1970). Khan and Gamble (1983) also studied the UV irradiation (K = 253.7 nm) of prometiyn in distilled water and dissolved humic substances. In distilled water, 2-hydroxy-4,6-bis(isopropyl-amino)-5-triazine and 4,6-bis(isopropylamino)-5 -triazine formed as major products. 

Atrazine and four metabolites generated from topical applications [2-hydroxy-4-ethylamino-6-isopropylamino-s-triazine, 2-chloro-4-ethylamino-6-amino-s-triazine, 2-chloro-4-amino-6-isopropylamino-s-triazine, 2-hydroxy-4,6-diamino-s-triazine) were resolved on a C g column (A = 223 nm). A 14-min 20/80 -> 50/50 acetonitrile/water gradient was used [996]. The assay was linear from 2 to 120pg/mL (20 pL injections). Peak shapes and resolution were good. 

Aminos-triazin-2-ol. 2-Amino-4-hydroxys-triazine. 5-Azacytosine... 

Phenanthro[l,2-d][l,2,3]selenadiazole, 10,11 dihydro- H NMR, 6, 348 synthesis, 6, 353 Phenanthro[b]thiophenes synthesis, 4, 914 Phenanthro[4,5-bcd]thiophenes synthesis, 4, 883, 907, 914 Phenanthro[9,10-ej[l, 2,4]triazines synthesis, 3, 434 Phenarsazin synthesis, 1, 561 Phenazine dyes, 3, 196-197 nitration, 3, 177 UV Spectra, 2, 127 Phenazine, 3-amino-2-hydroxy-in colour photography, 1, 374 Phenazine, 1-chloro-nucleophilic substitution, 3, 164-165 5-oxide... 

Direct bromination readily yields the 6-bromo derivative (111), just as with uracil. Analogous chlorination and iodination requires the presence of alkalies and even then proceeds in low yield. The 6-chloro derivative (113) was also obtained by partial hydrolysis of the postulated 3,5,6-trichloro-l,2,4-triazine (e.g.. Section II,B,6). The 6-bromo derivative (5-bromo-6-azauracil) served as the starting substance for several other derivatives. It was converted to the amino derivative (114) by ammonium acetate which, by means of sodium nitrite in hydrochloric acid, yielded a mixture of 6-chloro and 6-hydroxy derivatives. A modified Schiemann reaction was not suitable for preparing the 6-fluoro derivative. The 6-hydroxy derivative (115) (an isomer of cyanuric acid and the most acidic substance of this group, pKa — 2.95) was more conveniently prepared by alkaline hydrolysis of the 6-amino derivative. Further the bromo derivative was reacted with ethanolamine to prepare the 6-(2-hydroxyethyl) derivative however, this could not be converted to the corresponding 2-chloroethyl derivative. Similarly, the dimethylamino, morpholino, and hydrazino derivatives were prepared from the 6-bromo com-pound. ... 

When it was found later that enzymatic oxidation of 2-azaadenine yields its 8-hydroxy derivative (4-amino-6-hydroxyimidazo [4,5-d]-u-triazine), its synthesis was also achieved by the procedure already described/ ... 

Similarly, ring opening was found in reactions of 6-aryl-1,2,4-triazine 4-oxides 53 with aliphatic amines, yielding open-chain 6-amino-1-hydroxy- 1,4,5-triazahex-atrienes 85. In this case, however, the nucleophile adds to the 3 position of the... 

Open-chain tautomerism is a general feature of 4-hydroxy-3,4-dihydro-1,2,4-triazines, including cr -adducts at position 3 of the 1,2,4-triazine 4-oxides. Thus triazahexatrienes 85 are the open-chain form of cr -adducts 86 and can be aromatized by oxidation with KMn04, yielding 3-amino-1,2,4-tiiazine 4-oxides 88 (98ZOR418). 

C7H22N2 140-80-7) see Chloroquinc Mepacnne 7(77)-amino-3-[[(2,5-dihydro-6-hydroxy-2-methyl-5-oxo-l,2,4-triazin-3-yl)thio]mcthyl]-3-cephem-4-carboxylicadd (C12H13N5O5S2 58909-56-1) see Ceftriaxone (15-franx)-l-amino-2,3-dihydro-l//-inden-2-ol (CyH NO 163061-74-3) see Indinavir sulfiite cis-l-amino-2,3-dihydro-l//-inden-2-ol (C9H11NO 7480-35-5) see Indinavir sulfate... 

Hydroxy leuco bases can be converted into the corresponding amino leuco bases by allowing the leuco compound to react with a secondary amine in the presence of acetic acid.78 Examples, 54, of amine bases utilized in this manner are imidazole, 1,2,4-triazine, aryl amine, and cyclohexayl amine. 

This agrees quite well with the rate constants for intramolecular proton transfer in 2,4-bis(dimethyl-amino )-6-(2-hydroxy-5-methylphenyl)-5-triazine which had been measured by Shizuka et al. ( l6) using laser picosecond spectroscopy. The fluorescence decay constant t of (TIN) was found to be 60 20 ps. Because of the weak intensity all fluorescence lifetimes refer to the pure substance in crystalline form at room temperature. 

Treatment of 2-benzoylpyridine 81 with p-toluene-sulfonamide gave 1-amino-2-benzoylpyridinium tosylate 82 (X = OTs), which was cyclized with formamide in the presence of triethylamine hydrobromide to give 83 (82FRP2486942). The reaction of the perchlorate 82 (X = C104) with urea in polyphosphoric acid afforded 3-hydroxy-l-phenylpyrido[2,l-/][l,2,4]triazinium perchlorate 84. Treatment of this salt with base led to the zwitterionic l-phenylpyrido[2,l-/][l,2,4]triazin-5-ium-3-olate 85 (86JHC375). Pharmaceutical compositions contain 83 (82FRP2486942). 

A relatively uncontrolled attempt to enhance the colour yield and fastness to washing of selected direct dyes involved addition to the dyebath of a colourless reactant that was intended to form covalent attachments between these dyes and hydroxy groups in cellulose [135]. Most of the dyes selected contained at least two primary amino groups in aminonaphthol residues. The reactants evaluated were cyanuric chloride (7.3), N,N-diethyl-3-hydroxyazetidinium chloride (7.124) and 2,4-dichloro-6-(4,-sulphoanilino)-s-triazine (7.125), all of which will indeed react readily with primary arylamines. Some of the dyes selected, however, contained only diphenylurea or salicylic acid residues and these are most unlikely to react efficiently under dyeing conditions. 

Amino-4-chloro-6-hydroxy-s-triazine, see Atrazine 2-Amino-4-chlorophenol, see Chlorpropham. 

Amino-4-hydroxy-6-chloro-s-triazine, see Atrazine 4-Amino-3-hydroxy-5,6-dichloropicolinic acid, see... 

Hydroxy-6-(ethylamino)-s-triazin-2-yl)amino)-2-methylpropanenitrile, see Cvanazine... 

Pelizzetti et al. (1990) investigated the photocatalytic degradation of atrazine in solution in the presence of suspended titanium dioxide as a catalyst under simulated sunlight. Degradation was rapid but mineralization did not occur. Intermediate compounds included 6-hydroxy-A/-ethyl-/V -(l-methylethyl)-5 triazine-2,4-diamine, 2,4-diamino-6-chloro-A/-(l-methylethyl)-5-triazine, 2,4-di-amino-6-chloro-/V-ethyl-5-triazine, 2,4-diamino-6-chloro-5-triazine, 2,4-diamino-6-hydroxy-5-tri-azine, 2-amino-4,6-dihydroxy-5-triazine, 2-amino-4-hydroxy-6-chloro-5-triazine, 2,4-dihydroxy-6-chloro-s-triazine, 6-chloro-/V-acetyl-/V -(l-methylethyl)-5-triazine-2,4-diamine, and cyanuric acid as the final product. 

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