Certain Derivatives of the Ethers of Hydroxyhydroquinone

Abstract

Vol. 61 drous sodium sulfate, and then concentrated. The yield was 12.7 g. The product was identified as w-bromophenol by the preparation of its phenoxyacetic acid derivative.7 It melted' at 110°: mol. wt. (titration), caled. 231; found 235. m-IodophenyldiazoniumBorofluoride.-This compound was prepared in the usual manner from m-iodophenyldiazonium chloride and 40% hydrofiuoroboric acid.The yield was 80.5%. It melted at 134°. ?ro-Iodophenyl Acetate.-This compound was prepared from w-iodophenyldiazonium borofluoride and acetic acid according to the procedure described for the corresponding bromo compound. It boiled at 132-133°( 7 mm.); yield 65.0%.

2-Amino-4-methyl-5-phenylethyl substituted-7-N-benzyl-pyrrolo[2,3-d]pyrimidines as novel antitumor antimitotic agents that also reverse tumor resistance

“…Sodium sulfate, evaporated to obtain a crude product, which was recrystallized from water to obtain 26 (1.95 gm, 90 %) as a buff colored solid; mp 141.5 (lit. 31 mp 141 °C). 1 H NMR (CDCl 3 ): 3.86 (s, 3 H, OC H 3 ), 4.62 (br, 1H, OH, exch.…”

“…29–31 Thus, compounds 21g and 21h were synthesized by regioselective bromination (Scheme 3). 29, 30 While 21i was synthesized from 25 by a Dakin reaction 31 followed by methylation.…”

Products of an Acetylation Protocol on Two Pentaalkoxynaphthalenes

“…3-Bromovanillin 9 (16.0 g, 0.069 mol) [9] and benzyl bromide (41 mL, 0.345 mol) were dissolved in dry dimethylformamide (150 mL) to which potassium carbonate (47 g, 0.345 mol) was added. The mixture was vigorously stirred at 80 8C (oil bath) under nitrogen for 5 h. After cooling, the filtered solution was poured into water (700 mL), and the aqueous solution was extracted with ether.…”

“…Thus 3-bromovanillin 9 [9] was treated separately with benzyl bromide and isopropyl bromide in dry dimethylformamide at 80 8C in the presence of potassium carbonate with vigorous stirring in an atmosphere of nitrogen to afford the corresponding benzyloxybenzaldehyde 10 (90%) and isopropyloxybenzaldehyde 11 (100%) respectively. Baeyer -Villiger oxidation [10] of each of the aldehydes followed by alkaline hydrolysis of the formate esters afforded the expected phenols 12 (77%) and 13 (88%), which were subsequently methylated with dimethyl sulphate and potassium carbonate in boiling acetone to produce the trialkoxybromobenzenes 14 (78%) and 15 (88%) respectively.…”

Recherches sur la biochimie des champignons inférieurs IX. Synthèse de précurseurs marqués et biosynthèse de la phoenicine et de l'oosporéine

“…Ces substances ont Ctk mises en Bvidence dans des cultures d'Asfiergillus fumigatus FRESENIUS LSHTM (souche A 46) [7] [9] [lo] [16] en solution dans 5 ml d'6ther par un equivalent de butyl-lithium, puis on ajoute, goutte 8. goutte, 14CH,I (0,75 ml, soit 12,05 mmol, 500 pCi) en solution dans 5 ml d'6thcr. RprBs une heure, on complete la reaction par addition d'une nouvelle quantit6 de CH,I non marque (12,OS mmol dans 5 ml d'ether).…”