Ethoxy methoxy methanol

Ethoxy Methoxy Tellurium Tetrafluorlde1 1.0 g (3.7 mmol) of ethoxy tellurium pentafluoride are dissolved in 10 m/ of carbon tetrachloride, 0.4 g (12.5 mmol) of methanol are added, and the mixture is cooled to — 20u. 0.4 g (5.1 mmol) of pyridine are added dropwise to the cold solution, the mixture is extracted with very dilute hydrochloric acid to remove pyridinium fluoride, and the organic layer is separated, and dried with anhydrous sodium sulfate. The mixture is filtered, carbon tetrachloride is distilled off under reduced pressure, and the product is distilled under vacuum yield 0.65 g (63%) b.p. 65°/20 torr. 

Maneb (manganese ethylene bis-dithiocarbamate) -93, 119, 120,128, 135,178,227 Mercuric chloride -168,169 Mercurous chloride -168,169 Metalaxyl (N-(2,6-dimethylphenyl) -N-(methoxyacetyl)alanine methyl ester) -123, 237,238 Methanol [[[2-(dihydro-5-methyl-3(2H)-oxazolyl)-1-methyl-ethoxy] methoxy] methoxy] -76... 

Substitution of the methoxy group in methoxybutenone with mereaptoaeetie aeid ester results in 4-(ethoxyearbonylmethylthio)-4-methoxybutan-2-one (315) whieh further eliminates methanol to give butenone 316. The latter forms 2-ethoxy-earbonyl-3-methylthiophene (318) via dehydration of the intermediate 317 (80MI1). 

Dimethyl 4-ethoxy-2,7-dimethyl-4,5-dihydro-l 7/-azepine-3,6-dicarboxylate (1) with sodium ethoxide in refluxing diethyl ether, or on standing at room temperature in carbon tetrachloride solution, readily loses ethanol to yield dimethyl 2,7-dimethyl-4//-azepine-3,6-dicar-boxylate (2).29 The 4-methoxy derivative is also unstable and on warming at 100 C under reduced pressure loses methanol to yield the same product (44%).120... 

Photolytic. In aqueous solutions, atrazine is converted exclusively to hydroxyatrazine by UV light = 253.7 nm) (Khan and Schnitzer, 1978 Pape and Zabik, 1970) and natural sunlight (Pape and Zabik, 1972). Irradiation of atrazine in methanol, ethanol, and / -butanol afforded Atratone [2-methoxy-4-(ethylamino)-6-isopropylamino-5-triazine], 2-ethoxy-5-triazine analog, and a 2 n butoxy-s-triazine analog, respectively (Pape and Zabik, 1970). Atrazine did not photodegrade when irradiated in methanol, ethanol, or in water at wavelengths >300 nm (Pape and Zabik, 1970). Hydroxyatrazine, two de-A-alkyls and the de-A/A/ -dialkyl analogs of atrazine were produced in the presence of fulvic acid (0.01%). 

Methylene-l,3-benzoxazin-2-ones 194 were found to be susceptible to addition to the exocyclic double bond. On heating under reflux in ethanol, oxazinones 194 were transformed to the 4-ethoxy derivatives 195. Treatment of 194 with l-chloromethyl-4-fluoro-l,4-diazabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF4), an electrophilic fluorinating reagent, in the presence of methanol, led to the 4-fluoromethyl-4-methoxy-substituted compounds 196 (Scheme 34) <2003T8163>. 

Beim Austausch der Nitro-Gruppe in 1-Position von 1,4-Dinitro-imidazol oder 1,4-Dinitro-2-methyl-imidazol mit Methanol oder Ethanol werden als Produkte 4(5)-Methoxy-5(4)-nitro-, 4(5)-Ethoxy-5(4)-nitro-, 4(5)-Methoxy-2-methyl-5(4)-nitro- bzw. 4(5)-Ethoxy-2-methyl-5 (4)-nitro-imidazol erhalten972. 

The elimination of methanol, ethanol, or acetic acid is useful for the preparation of 4f/-pyrans, provided that the products exhibit sufficient stability. Thus the thermolyses of 2-ethoxy- and 2-acetoxy-2, 3-dihydro-4//-pyrans 265 undoubtedly led to unsubstituted 4//-pyran (5),18,293 but only when R = Ac was it possible to separate the unstable product 5 from reaction mixtures by GLC in 15 to 30% yields.18 Analogously, 25% of air-sensitive 2-methoxy-2//-pyran (267) was obtained on heating 266 with aluminum tri-butoxide under a nitrogen atmosphere at 155°C.33 A general technique for the preparation of condensed 4//-pyrans from their 2-ethoxy-2,3-dihydro derivatives is based on the elimination of ethanol in the presence of p-toluenesulfonic acid or polyphosphoric acid at decreased pressures293 to give... 

Deprotection of allyl aryl ethers is accomplished by protonolysis with palladium on activated charcoal in methanol solution in the presence of toluene-p-sulphonic acid,42 or by reduction with sodium bis(2-methoxy-ethoxy)aluminium hydride in toluene solution43 (Aldrich). This latter reagent also cleaves aryl benzyl ethers. 

Salzfreies Methylen-trimethyl-phosphoran reagiert in etherischer Losung mit aquimola-ren Mengen Methanol bzw. Ethanol unter Bildung von Methoxy- bzw. Ethoxy-tetrame-thyl-phosphoran15 l6 ... 

Hydroxy-ethoxy)-8-methoxy- E14a/1, 545 [l,4-(2-OH —ethyl)-benzol/Methanol 4-Elektrolyse]... 

Anthramycin 11-methyl ether (25), which is formed during crystallization of anthramycin (8) in methanol-water, is more stable and hence easier to characterize than anthramycin (Fig. 4a). This ether compound was converted with diazomethane to the dimethyl ether (26), which, after hydrolysis with 6 N HCI and subsequent esterification with diazomethane, yielded methyl 3-methoxy-4-methylanthranilate (27). The relative configuration of the two asymmetric centers C-11 and C-lla of the anthramycin molecule was assigned from H-NMR spectra which indicated the absence of coupling between the protons at C-11 and C-lla 28). Similarly, the ethyl ether (28) of tomaymycin (12) was converted by alkaline hydrolysis to 4-ethoxy-5-methoxyanthranilic acid (29) (26). 

To solution of 2-isocyanopropanenitrile (1.6g, 20nunol) in methanol (15 ml) is added potassium carbonate (0.2 g), and the mixture is stirred at room temperature (20 h). After filtering, and removing the solvent under reduced pressure, the cmde product is crystallized from cyclohexane (1.6 g, 70%), m.p. 88-89°C. Similarly prepared are 5-ethoxy-4-methyl- (62% from cyclohexane, m.p. 94°C), 5-methoxy-4-isopropyl- (75% from benzene, m.p. 96-97°C), 5-ethoxy-4-isopropyl- (51% from benzene, m.p. 122-123°C), 5-ethylthio-4-methyl- (58% from cyclohexane, m.p, 88°C), 5-benzylthio-4-methyl- (61% from benzene, m.p. 156 C), 5-ethylthio-4-isopropyl- (55% from cyclohexane, m.p. 124°C), and 5-benzyl thio-4-isopropylimidazoles (45% from benzene, m.p. 133°C). 

Amino-5-bromo-3-carbamoylpyrazine heated with trifluoroacetamide and sodium ethoxide (or butoxide) gave 6-ethoxy(or butoxy)-4-hydroxy-2-trifluoro-methylpteridine (49) (987) and 2-chloro-3-pyridiniopyrazine chloride with methoxide ion gave 2,3-dimethoxypyrazine (765). 2-Amino-3-bromo-5-phenyl-pyrazine with sodium methoxide in methanol at 134° for 8 hours formed 2-amino-3-methoxy-5-phenylpyrazine (365a) and 3-bromo-2-hydroxy-5-phenylpyrazine similarly treated gave 2-hydroxy-3-methoxy-5-phenylpyrazine (365a). 

The following alkoxypyrazines have been prepared from the corresponding dichloropyrazines and alkoxide ions 2,3-dimethoxy-5,6-dimethyl(and diphenyl) (797) 2,3-dibenzyloxy (sodium benzyl oxide in benzyl alcohol at reflux for 24 hours (883)] [but 23-dichloropyrazine with sodium hydride and benzyl alcohol in xylene gave l,4-dibenzyl-2,3-dioxo-l,2,3,4-tetrahydropyrazine)(988)] 2-chloro-5-methoxy (838) 2,5-diethoxy-3,6-dimethyl (872) 2methanolic sodium methoxide refluxed for 2 h) 2,5-dimethoxy-3-phenyl (817) 2-chloro-5-methoxy(and ethoxy)-3,6-diphenyl (817) 2,5-dimethoxy-3,6-dimethyl (and diisopropyl) (844) 2,5-dimethoxy-3-isopropyl-6-methyl (methanolic potassium methoxide at reflux for 6 days) (844) 2(5)-s-butyl-3-chloro-6-ethoxy-5(2)-isobutyl (93) 2-chloro-6-methoxy (838, 883) 2,6-dimethoxy (reflux for 8h) (832) 2,6-diethoxy (reflux for 14 h) (883) 2-benzyloxy-6-chloro (1 equiv. of sodium hydride and benzyl alcohol in benzene at reflux) (832) 2,6-dibenzyloxy (5 equiv. of sodium benzyloxide in benzene at reflux gave 70%) (832) and 3,5-dimethoxy-2-methyl (535). 

Dicyano-3,6-dimethylpyrazine shaken with sodium ethoxide at room temperature for 10 hours produced 2-cyano-5-ethoxy-3,6-dimethylpyrazine (288). Bromination of 2-methoxy-3-sulfanilamidopyrazine (39) in methanol led to 5-(4 -amino-3, 5 -dibromobenzenesulfonimido)-6-hydroxy-2,3-dimethoxy-2,3,4,5-tetrahydropyrazine (32) which with 2 N sodium hydroxide gave 3-(4 -amino-3, 5 -dibromobenzenesulfonamido)-2-hydroxy-5 nethoxypyrazine (40) (816). The preparation of 2-amino-3,5-dicyano-6-methoxy(and ethoxy)pyrazine from a-(p-toluenesulfonyloxyiminomalononitrile and malononitrile has been described in Section II.7 (484). 2-Methoxycarbonyl(and cyano)-5-pyridiniopyrazine chloride (41) is reported (conditions not stated) to give 2-carboxy(and carbamoyl)-5-methoxypyrazine (765). 

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