Methyl benzotriazole

The effectiveness of various chemicals such as IH-benzotriazole, 2-methyl-benzotriazole, and 2-phenylbenzimidazole as a corrosion inhibitor for mild steel in 15% HCl was investigated by weight loss and electrochemical techniques [1547]. Among different azoles, 2-phenylbenzimidazole has shown the best performance. A synergism of iodide and 2-phenylbenzimidazole was observed. 

IH-Benzotriazole, 4 5)-methyl- IH-Benzotriazole, 4(or 5)-methyl- IH-Benzotriazole, methyl- CCRIS 4738 Cobratec TT 100 EINECS 249-596-6 Methyl-1 H-benzotriazole Olin 53734 Preventol CI7-100 Tolu-triazole Tolyl triazole. Corrosion inhibitor for copper, copper alloys and other metals particularly suitable for antifrekes, coolants, cutting fluids and hydraulic fluids. Crystals mp - 76-87 bp2 = 160° d = 1.24 insoluble in H2O, soluble in organic solvents LD50 (rat orl) n 1600 mg/kg. Bayer AG Dinoval PMC Sandoz. 

Synonyms 1 H-Benzotriazole, methyl Methyl-1 H-benzotriazole TTA Empirical C,H,Ns... 

Bis (2,2,6,6-tetramethyl-4-piperidinyl) sebacate stabilizer, light auto refinish coatings Benzophenone-12 stabilizer, light automotive prods. 4-(2-Acryloyloxyethoxy)-2-hydroxybenzophenone polymer Benzophenone-12 3,5-Di-t-butyl-4-hydroxybenzoic acid, n-hexadecyl ester stabilizer, light cellulosics Drometrizole 2-(2 -Hydroxy-3,5 -di-t-amylphenyl) benzotriazole 2,4,4 -T ri hydroxybenzophenone stabilizer, light coatings Benzophenone-12 Drometrizole 2-(2 -Hydroxy-3,5 -di-t-amylphenyl) benzotriazole Methyl (1,2,2,6,6-pentamethyl-4-piperidinyl) sebacate 1,2,2,6,6-Pentamethyl-4-... 

Proton-proton coupling constants of benzo rings of benzazoles can illuminate the bonding in such compounds. Thus, comparison of the J values for naphthalene with those for benzotriazoles of different types (Table 13) shows evidence of bond fixation, particularly in the 2-methyl derivative (98) (71PMH(4)l2l). 

Clean examples of diaziridine to hydrazone rearrangements are rare. Diaziridine (119) mentioned above rearranges to the isomeric enhydrazone in boiling toluene, and 2,4-dinitrophenyldiaziridine (125) under the same conditions affords the 2,4-dinitrophenylhy-drazone (145) within 4 h. On blocking this rearrangement by iV-methyl, conversion with loss of cyclohexanone occurred to give benzotriazole iV-oxide (146) (72JOC2980). 

When reacted with dimethyl acetylenedicarboxylate, the amines produced ben-zotriazolylaminobutendioates 188 accompanied by A-benzotriazolyl substituted 2-pyridones only in the case of 5-amino-2-methyl-2//-benzotriazole, the triazolo-9,10-dihydrobenzo[d]azepine and an unusual cyclization product, triazolo-2-oxindole (convertible into 2-methyltriazolo[4,5-/]carbostyril-9-carboxylate) were formed. The quinolones 189 were aromatized to chloroesters 190 these in turn were hydrolyzed to chloroacids 191 and decarboxylated to 9-chlorotriazolo[4, 5-/]quinolines 192 (Scheme 58) (93H259). The chlorine atom could be replaced with 17 various secondary amines to give the corresponding 9-aminoalkyl(aryl) derivatives 193, some of which exhibit both cell selectivity and tumor growth inhibition activity at concentrations between 10 and 10 " M (95FA47). 

Chemical Name 6-Mathoxy-N-[ [1-(2-propenyl)-2-pyrrolidiny ] methyl] -H-benzotriazole-... 

CN 6-mcthoxy-A -[[l-(2-propenyl)-2-pyrrolidinyI]methyl]-l/7-benzotriazole-5-carboxamide... 

Hie reactions of 4-chloropyridines and quinolines 17 with benzotriazoles 18 in a modified Graebe-Ullman synthesis give excellent yields of Y arbolines and their benzo-fused derivatives 20. Excellent yields for preparation of the penultimate benzotriazole precursors 19 are reported as well. In the optimized one-pot conditions, the combined neat substrates are heated with microwave irradiation (MW) for short (7-10 min) durations. The crude 19 is treated with H4P2O7 and irradiated futher (4-6 min). The resultant y-carbolines 20 were methylated to form the quaternary salts. These were tested and found to lack DNA intercalation properties <96JOC5587>. 

Aniline or A,7V-dialkylanilines are readily alkylated by l-(hyd-roxymethyl)benzotriazole to give 4-(benzotriazol-l-yl-methyl)anilines 39 (Scheme 6). Subsequent displacement of the benzotriazole group with... 

A general experimental procedure57 for a diarylmethane leuco compound via a benzotriazole To a stirred solution of the corresponding (benzotriazol-l-yl-methyl)aniline (5 mmol) in methanol (30 ml) under reflux was added a solution of the appropriate aromatic compound (5 mmol) and concentrated hydrochloric acid (1 ml) in water (30 ml). The resulting mixture was heated under reflux followed by the addition of aqueous KOH (1 M, 50ml). The product was isolated by filtration or by extraction with ether, and further purified by recrystallization or by column chromatography. 

---