5- Amino-2-benzoyl-4-ethoxycarbonyl

Im Fall von 3-Amino-2-benzoyl-4,4,4-trichlor-2-butensaurc-cthylcster erfolgt die Cyclisierung mit Hydrazin-Hydrat unter Abspaltung des Trichlormethyl-Restes iiber die Benzoyl-Carbonyl-Gruppe zu 3(5)-Amino-4-ethoxycarbonyl-5(3)-phenyl-lH-pyrazol (87% Schmp. 167-1690)2233. 

OCH3 5-Amino-4-ethoxycarbonyl-3-hydrazino-l-(4-methoxy-benzoyl)-..63% ... 

Cyclization of methyl 2-[2-benzoyl-2-ethoxycarbonyl-l-vinyl)amino]-3-[(4-methyl-2-pyridyl)amino]acrylate (311) afforded the 3-amino-8-methyl-4//-pyrido[l,2-n]pyrimidin-4-one derivative 312 (97JHC1511). 

Ethoxycarbonyl isothiocyanate, as well as benzoyl isothiocyanate, interacts with 2-amino-2-thiazoIine at the ring nitrogen atom (509). The initial adducts react further to form fused 1,3,5-triazines (75JOC2000). 

Amino-5-benzoyl-2- (ethoxycarbonyl-phenylhydrazono-methyl)- ,3-thiazole 41% Schmp. 204-206°... 

Zur Herstellung von 3-Amino-I-benzoyl-4-ethoxycarbonyl-5-(tetra-0-acetyl- l-u-glucopyr[Pg.485]

R = c6hs 5-Amino-l-benzoyl-4-ethoxycarbonyl-3-hydrazino-lH-pyra ol 63% Schmp. 166-169°... 

Aromatic amines, like phenols, are very easily nitrated. However, primary and secondary amines in particular readily undergo oxidative side reactions, so that it is advisable to protect the amino group by acylation or by conversion by an aldehyde into the Schiff base. Even using a large excess of sulfuric acid protects the amino group to a considerable extent, owing to formation of the ammonium salt, but then entry of the nitro group is directed to a considerable extent into the meta-position. The usual A-acyl derivative is the acetyl compound, but benzoyl, /7-toluenesulfonyl, oxalyl, ethoxycarbonyl (from chloro-formic ester), and phthaloyl derivatives are also used. 

Deoxy-2-thioureido-sugars, e.g. 53 (R=Bz or CO2EO could be synthesized by direct condensation of amino-sugars with benzoyl or ethoxycarbonyl isothiocyanate, whereas similar reactions with aryl or alkyl isothiocyanates led to alditol-1-yl substituted heterocycles, e.g. 54 by way of 53 (R=Ph or Me). These monocyclic products further cyclize in dilute acetic acid to give 55... 

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