Oxo-l,2,3-benzotriazine

Chemical Designations - Synonyms 0-0-Dimethyl S-[(4-Oxo-l,2,3-Benzotriazine-3(4H)-yl)Methyl] Phosphorodithioate, Gurthion Insecticide, Gusathion Insecticide Chemical Formula CiqHijNjOjPSj. Observable Characteristics — Physical State (as normally shipped) Solid Color Brown Odor No data. 

E Atherton, JL Holder, MMeldal, RC Sheppard, RM Valerio. 3,4-Dihydro-4-oxo-l,2,3-benzotriazin-3-yl esters of fluorenylmethoxycarbonyl amino acids as self-indicating reagents for solid phase peptide synthesis. J Chem Soc Perkin Trans 1 2887, 1988. 

MH Jakobsen, O Buchardt, T Engdahl, A Holm. A new facile one-pot preparation of pentafluorophenyl (Pfp) and 3,4-dihydro-4-oxo-l,2,3-benzotriazine-3-yl (Dhbt) esters of Fmoc amino acids, (acid chlorides). Tetrahedron Lett 32, 6199, 1991. 

LA Carpino, A El-Faham, F Albericio. Efficiency in peptide coupling l-hydroxy-7-azabenzotriazole vs 3,4-dihydro-3-hydroxy-4-oxo-l,2,3-benzotriazine. J Org Chem 60, 3561, 1995. 

Azinphosmethyl C, H,N303PS, 30 0,0-dimethyl S-[(4-oxo-l,2,3-benzotriazin-3 (4H)-yl) methyl] phosphorodithioate... 

Chemical Name 0,G-dimethyl-S -[-4-oxo-l,2,3-benzotriazin-3(4//)-yl)methyl)] phosphorodithioate 0,0-dimethyl-5 -[3,4-dihydro-4-keto-l,2,3-benzotriazinyl-3-methyl) dithiophosphate Uses nonsystemic insecticide and acaricide for control of insects and pests in blueberry, grape, maize, vegetable, cotton, and citrus crops. 

Tn developing any new pesticide formulation many factors must be - considered physical form, method of application, pests to be controlled, compatibility with other toxicants, and many more that are too numerous to mention. For a formulation to be useful, however, it must meet certain minimum chemical and physical stability requirements. Guthion (0,0-dimethyl S-[4-oxo-l,2,3-benzotriazin-3 (4H) -ylmethyl] phosphorothioate), which has been used for a number of years to control many insects, was the toxicant used in this investigation. 

Cameron, L. R., Holder, J. L., Meldal, M., and Sheppard, R. C. (1988) Peptide synthesis. Part 13. Feedback control in sohd phase synthesis. Use of fluorenyl-methoxycarbonyl amino acid 3,4-drhydro- 4-oxo-l,2,3-benzotriazin-3-yl esters in a fully automated system. J. Chem. Soc. Perkin Trans. 1, 2895-2901. 

DIHYDRO-4-OXO-3-BENZOTRIAZINYLMETHYL 0,0-DIETHYL PHOSPHORODITHIOATE see EKNOOO S-(3,4-DIHYDRO-4-OXO-l,2,3-BENZOTRIAZIN-3-YLMETHYL) 0,0-DIETHYL PHOSPHORODITHIOATE see EKNOOO S-(3,4-DIHYDRO-4-OXO-l,2,3-BENZOTRIAZIN-3-YI.METHYL)-0,0-DIMETHYL PHOSPHORODITHIOATE see ASH500 S-(3,4-DIHYDRO-4-OXO-BENZO(a)(l,2,3)TRIAZIN-3-YLMETHYL) -0,0-DIMETHYL PHOSPHORODITHIOATE see ASH500 0-(l,6)-(DIHYDR0-6-0X0-l-PHENYLPYRIDAZIN-3-YL), 0,0-DIETHYL PHOSPHOROTHIOATE see POPOOO... 

Dimethyl-S-(l,2,3-benzotriazinyl-4-keto)methyl Phosphorodithloate 0,0-Dimethyl S-(3,4-Dihydro-4-keto-l,2,3-benzotriazinyl-3-methyl) Dithiophosphate 0,0 -Dimethyl-S-[(2-methoxy-l,3,4-thiadiazol-5(4H)-one-4-yl)methyl] Dithiophosphate 0,0-Dimethyl S-4-Oxo-l,2,3-benzotriazin-3(4H)-ylmethyl Phosphorodlthioate 0,0-Dimethyl-S-(4-oxobenzotriazin-3-methyl)-dithiophosphat... 

A variety of preactivated acyl derivatives has been developed for peptide bond formation. These include acyl halides [chlorides [66], fluorides [67,68]], acyl azides [69,70], active esters [e.g., pentafluorophenyl (OPfp) [71], o-nitrophenyl (ONp) [72], 3,4-dihydro-4-oxo-l,2,3-benzotriazin-3-yl (ODhbt) [73]], mixed anhydrides [3], and symmetrical anydrides [74,75]. 

PyBOP) [96], (PyFOP) [100]], [(3,4-dihydro-4-oxo-l,2,3-benzotriazin-3-yl)oxy]-tris(pyrrolidino)phosphonium hexafluorophosphate (49) (PyDOP) [100], [(pentafluorophenyl)oxy]tris(pyrrolidino) phosphonium hexafluorophosphate (50), [(PyPOP) [100], (PfOP) [97], (PyPfpOP) [98]], (pyridyl-2-thio)tris(pyrrolidino) phosphonium hexafluorophosphate (51) (PyTOP) [100], and l,3-dimethyl-2-(l-pyrrolidinyl)-2-(3H-l,2,3-triazolo(4,5-b)-pyridin-3-yloxy)-1,3,2-diazaphospholidinium hexafluorophosphate (AOMP)... 

Dihydro-4-oxo-l,2,3-benzotriazin-3-ylbenzoic acids 212 were synthesized by diazotization of the amino amides 213, obtained by the condensation of the anhydrides 1 and 10 with aminobenzoic acids (214) [128],... 

A strategy based on silver-ion mediated selective activation of a C-terminal thiolcarboxyl group initially reported by Blake [48] was modified by Aimoto et al., employing the more oxidation- and hydrolysis-resistant thioester in place of thioacid and HOBt or 3,4-dihydro-3-hydroxy-4-oxo-l,2,3-benzotriazine (HOOBt) as an additive to facilitate the formation of the activated ester (Scheme 8) [49,143]. This activated ester-based coupling requires the protection of side-chains of Lys... 

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