4- anilino-2-ethanol

Hydroxyethylpicramide, or 2,4.6-T ri ni tropheny I-aminoethanol. See under Anilino-ethanol and its Derivatives in Vol 1, p A425-L... 

NoTe No higher nitrated derivs of anilino-ethanol were found in Beil or CA through 1956... 

It is an explosive. Can be prepd by nitrating either 2-(5 -chloro-2 -nitro-anilino)-ethanoI or 2-(5 -chIoro-2, 4 -dinitro-anilino)-ethanol with absolute nitric acid at —10°... 

Dinitro-phenylamino-ethyl see (2, 4 -Dinitro-anilino)-ethanol 1 A424... 

Ethanolaniline and derivs see Anilino-ethanol and derivs 1 A424-A429 6 El81... 

Ethanolaniline and Derivatives. See ANILINO-ETHANOL AND DERIVATIVES in Vol 1 of Encycl, pp A424 to A429. Its expl derivative 2-(2/,4, 6/-Trinitio-N-nitranilino)-ethanol Nitrate, described on p A425 L, is called y3-(2,4,6-Trinitrophenylnitramino)-ethyl Nitrate in Blatt, OSRD 2014(1944) and code named Pehtryl. Compare with Ethyltetryl, which is described under N-Ethylaniline or N-Ethyl-phenylamine and Derivatives... 

Two moles of /3-alkoxyaicene can condense on each other by means of their a- and /3-carbon atoms. The resulting intermediate reacts on the anhydrobase by elimination of a molecule of ethanol resulting in a neocyanine formation (Schemes 59 and 60). Both monoanilino and bis-anilino derivatives resulting from the condensation of dimethylform-amide have been isolated. They are capable of furnishing various condensations on either ketomethylene or another reactive nucleus (Scheme 61). 

I-Cyano-3-phenylurea, first obtained by the alkaline hydrolysis of 5-anilino-3- -toluyl-l,2,4-oxadiazole, has been prepared by tlic condensation of phenyl isocyanate and the sodium salt of cyanamide. However, in these publications an incorrect structural assignment for the product was made. 1-Cyano-3-phenyl-urea is obtained also, together with other products, by warming gently l-cyano-3-phenylthiourea with caustic soda in the presence of ethylene chlorohydrin, or by gradually adding caustic )otash to a boiling solution of 1-phenyldithiobiuret and ethylene clilorohydrin in ethanol. ... 

B. 4-Phenyl-5-anilino-l,2,3-triazole. Six grams (0.025 mole) of 1,4-diphenyl-5-amino-l,2,3-triazole is dissolved in 20 g. of dry pyridine (distilled from solid sodium hydroxide) and heated under reflux for 24 hours (Note 6). The reaction mixture (Note 7) is poured into 11. of ice water. The product separates as a slightly yellowish milky oil which is converted to white needle-like crystals by stirring the mixture and scratching the beaker with a glass rod. The product is collected by suction filtration, washed with water, suction-dried, and recrystallized from aqueous ethanol (Note 8). The yield is 5.5-5.6 g. (92-93%) of fine white needle-like crystals, m.p. 167-169° (Note 9), soluble in hot water and ether, but difficultly soluble in benzene. 

Alkyl-3-hydroxy-4-pyridinones can be converted into analogues containing, e.g., anilino-, phenylthio-, or 2-hydroxyethylthio-substitu-ents by silver(I) oxidation (Ag20 in ethanol) followed by Michael addition (71). In aminomethylation of 3-hydroxy-4- and -2-pyridinones under Mannich conditions the position of substitution can be tailored, by reaction conditions to position C4 or C6, or by converting the OH into OMe, which directs substitution to C5 (72). 

The reaction is best carried out in the appropriate anhydrous aldehyde or ketone, which thus functions as reactant and solvent, or in ethanol, in the presence of an optimum of 1.5 equivalents of strong acid per equivalent of arylbiguanide (base). Acetic acid as a catalyst produces, anomalously, the "base-catalysed anilino-triazines (126, 443). The reaction time varies from one hour to two weeks. The rates diminish in the following order ... 

Chemicals Company Ltd., Tokyo. 6ED was highly pure as confirmed by gas-liquid chromatography(GLC), thin layer chromatography(TLC) and surface tension measurements. Sodium dodecyl sulfate, C 2H25S02Na (SDS) was purified by recrystallization from ethanol twice. p-[(CF3)2CF]2C=C(CF )0(CH2CH20)2CH3(NF) was donated by Neos Co. 8-Anilino-l-naphthaiene sulfonic acid ammonium salt(ANS) was obtained from Wako Pure Chemical Industries, Ltd. Perfluorocarbon oil(pp-l,... 

An unusual rearrangement following cyclization using a masked a-carbonyl equivalent, 2-anilino-2-ethoxy-3-oxothiobutanoic acid anilide 118, to form 6,7-disubstituted pteridine 119 by simply refluxing in ethanol for 3h was reported (Scheme 24) <2002JOC4526>. The synthesis of pyridopyrazine and related compounds using 39 was also discussed. 

Phenyl-5-pyrazolo)-benzimidazole allgemeine Arbeitsvorschrift206 Einc Mischung von 1,0 g (4,0 mmol) 5-(2-Amino-anilino)-3-phenyl-pyrazol (R1 = H) bzw. 1,0 g (3,6 mmol) 5-(2-Amino-4,5-dimethyl-anilino)-3-phenyl-pyrazol (R1 = CH3) werden mit 5 ml Orthocarbonsaure-triethylester in Xylol 2 h am RiickfluB erhitzt. Nach dem Abziehen des Losungsmittels i. Vak, crhalt man ein Ol, das bei Zugabe von kaltem Diethylether kristallisiert. Die Produkte werden durch Umkristallisieren aus Ethanol gercinigt. 

Cyclische Nitrone werden in der Seitenkette anionisiert und mit Carbonsaure-chlorid-imiden acyl-aminiert. Nach der Solvolyse mit Ethanol erhalt man 2-(N-Benzoyl-anilino)-pentansaure-ethylester (insges. 89%)5 ... 

Die durch Mannich-Reaktion von Methyl-ketonen mit Formaldehyd und Diethylamin herstellbaren (2-Diethylamino-ethyl)-ketone reagieren beim Erhitzen mit Anilin-Hydro-chloriden in Ethanol/Wasser oder mit Anilinen in Salzsaure/Ethanol unter Austausch der Diethylamino-Gruppe durch eine Anilino-Gruppe3. 

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