5.6- Dimethyl- 3-phenyl-1,2,4-triazine

The reaction of hydroxyamidrazone 134 with dimethylglyoxal in methanol leads to 5,6-dimethyl-3-phenyl-1,2,4-triazine 4-oxide 135 (71LA12). 

C2 3H3iClNgOsS, 4,6-Diamino-1-[3-chloro-4-(m-dimethylcarbamoylbenzyl-oxy )phenyl ]-1, 2-dihydro-2,2-dimethyl-s-triazine ethanesulphonate, 45B, 246... 

Dichloro-2-N-octyl-isothiazolin-3-one and 2-methylthio-4-tert-butylamino-6-cyclopropylamino-S-triazine or N,N-dimethyl-N -phenyl-N -fluorodichloromethylthio)sulfamide Anthraquinones Free halogen sources with 5,5-dimethylhydantoin,... 

The 11 NMR spectrum (500MHz) of 3-(4-chloro-phenyl)-7-ethyl-7,9-dimethyl-2,3,4,9-tetrahydropyrimido[l,2-tf]-[l,3,5]triazine-6,8-dione 49 <2002JHC663> showed the presence of quartets (AB pattern) at 6 4.99 and 6 5.12 corresponding to the methylene protons of the triazine ring. 

Scheme 6.266 Synthesis of 4,6-diamino-2,2-dimethyl-l,2-dihydro-l-phenyl-l, 3,5-triazines.

Alkyl groups attached to the triazine ring are quite prone to halogena-tion [77CCC2182 84MI7 89H(29)2253 90H(31)1933], A 70% yield of 6-dichloromethyl-5-trichloromethyl-2-phenyl-l, 2,4-triazine was obtained when 5,6-dimethyl-2-phenyl-l,2,4-triazine was heated at 90°C with chlorine dissolved in an acetic acid-acetic anhydride-sodium acetate mixture [90H(31)1933]. Thionyl chloride similarly chlorinated 58 in the fused saturated ring [89H(29)2253] (Scheme 53). 

The role of drug-membrane interactions in overcoming, or at least in reducing, resistance will be discussed using two examples of antibacterials. A series of 5-(substituted) benzyl-2,4-diaminopyrimidines and 4,6-diamino-l,2-dihydro-2,2-dimethyl-l-(3-substituted)phenyl-s-triazines, inhibitors of dihydrofolate reductase (DHFR), were tested against sensitive and resistant E. coli cell cultures as well as against E. coli-derived DHFR [55] and compared with the effect on sensitive and resistant murine tu-... 

Peracetic acid oxidizes 3-phenyl-5,6-dimethyl-1,2,4-triazine 4-oxide to the... 

H-Purin 3,7-Dimethyl-2,6-dioxo-l-(5-oxo-hexyl)-l,2,3,6-tetrahydro-E18, 1091 (En - On) 1,3,5-Triazin 2-(4-Amino-2-meth-oxy-phenyl)-4,6-dioxo-1,3,5-trimethyl-hexahydro- E3, 113 (Ar-CHO + R-NH-COOH)... 

X-ray crystallographic analysis of 6-methyl-4-phenyl-l,2,3-triazine 1-oxide (8),22 1-methyl-4,6-diphenyl-l,2,3-triazinium iodide (9),23 4,6-dimethyl-l,2,3-triazine 2-oxide (10a),19 4,6-diphenyl-1,2,3-triazine 2-oxide (10b),19 4,5,6-triphenyl-l,2,3-triazine 2-oxide (10c),36 4,5,6-tris(4-tolyl)-... 

When 2,4-dimethyl-6-phenyl-l,2,3-triazinium iodide (4) was treated with allyltributyltin, 5-allyl-2,4-dimethyl-6-phenyl-2,5-dihydro-l,2,3-triazine (5) was obtained in 91 % yield.365... 

Dimethyl 5-Phenyl-l,2,4-triazine-3,6-dicarboxylate (5b) Typical Procedure 195... 

Reaction of dimethyl l,2,4,5-tetrazine-3,6-dicarboxylate with the oxime ether of 4-(dimethyl-amino)benzaldehyde affords dimethyl 5-[4-(dimethylamino)phenyl]-l,2,4-triazine-3,6-dicarb-oxylate (10).342... 

Dimethyl-3,5,6-triphenyl-2,5-dihydro-l,2,4-triazinium iodide yields, after irradiation for 96 hours in propan-2-ol, l-methyl-3,5,6-triphenylpyrazole (34%), l-methyl-2-phenyl-phenanthro[9,10-f/]irnidazole (10%) and 28% starting material.369 l-EthyI-2.4,5-triphenyl-imidazole (15%), 3-phenylphenanthro[9,10-e,]-l,2,4-triazine, 3,4,5-triphenylpyrazole (7%) and 48% starting material are isolated after irradiation of 4-ethyl-2-methyl-3,5,6-triphenyl-2,5-di-hydro-l,2,4-triazinium iodide in propan-2-ol for 100 hours.369... 

Aza-l-chloro-l,3-bis(dimethylamino)-3-phenylpropenylium perchlorate (9) reacts with several amidines to yield the corresponding JV,jV-dimethyl-4-phenyl-l,3,5-triazin-2-amines 10 in 20 to 90% yield.415... 

Melting points of monocyclic triazines are given in Table 4. Basicity estimated by the theoretical method is also given in the previous section. The observed pA s of 4,6-dimethyl- (le), 4-methyl-6-phenyl- (li), and 4,5,6-trimethyltriazine (If) are —0.58, —0.79, and 0.07, respectively. The data were obtained from measurement of the UV absorption in sulfuric acid at room temperature using Hammett s acidity function values <89UP 6l3-0l>. The pA determination of the parent triazine (la) failed because of its instability in acidic media. 

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