Nitration methyl acetanilide

Dinitw4 etbyl l metbyl benzener CH CcH CaHB(NOa)3 mw 210.20, N13.33% yel crysts, mp 48.5° Prepd from 5-ethyl 2 methyl-acetanilide by nitration at -1Q8-mp 177-8°, hydrolysis to the aniline-mp 186° followed by diazotization/removal of the amino group... 

To get a complex set of substituents by direct derivatization of benzotriazole is not feasible. In such situations, it is better to have all the substituents in place first and later construct the heterocyclic ring. High reactivity of anilines and their well-developed chemistry makes them good stating materials. In an example shown in Scheme 215, acetanilide 1288 is nitrated to afford nitro derivative 1289 in 73% yield. Catalytic reduction of the nitro group provides methyl 4-acetylamino-3-amino-5-chloro-2-methoxybenzoate 1290 in 96% yield. Nitrosation of compound 1290 in diluted sulfuric acid leads to intermediate 1291, which without separation is heated to be converted to 7-chloro-4-methoxy-l//-benzotriazole-5-carboxylic acid 1292, isolated in 64% yield <2002CPB941>. 

SULFICYLBIS (METHANE) (67-68-5) CjHjOS (CH3)2S0 Combustible liquid [explosion limits in air (vol %) 2.6 to 63.0 flashpoint 203°F/95°C oc autoignition temp 419°F/215°C Fire Rating 2]. Violent or explosive reaction with strong oxidizers, acryl halides, aryl halides and related compounds, alkali metals p-bromobenzoyl acetanilide, boron compounds, especially hydrides iodine pentafluoride, magnesium perchlorate, methyl bromide, perchloric acid, periodic acid, silver fluoride, sodium hydride, potassium permanganate. Forms powerfully explosive mixtures with metal salts of oxoacids [iron(III)nitrate, phosphonic acid, sodium perchlorate]. On small fires, use dry chemicals or COj extinguishers. 

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