Diethylamine, derivative

Table D.3) for aziridine formation from dialkyl 2-chloroalkylamines. The EM for the cyclization of Me2N(CH2)2Cl (D.3.4) for example is 1.3 M, significantly smaller than that for the reaction of the parent compound (D.3.1). The corresponding figure for the diethylamine derivative (D.3.6) is much greater (200 M), however clearly, much larger effects come into play here. The influence of alkyl substitution on the efficiency of cyclization is a complex subject and is discussed in the next section. 

The [2+2] cycloaddition reactions of various 4-dialkylamino-3-butyn-2-ones with substituted phenyl isothiocyanates in refluxing tetrahydrofuran gave access to a series of thietimines 92a-j in poor to satisfactory yields (Table 6) <2001SL361>. As it may be concluded from Table 6, when diethylamine derivatives were replaced by dimethylamine... 

The same relative order was found for the decrease in the 2812 and 2878 cm band indices as shown by the data in Tables VI and VII. The infra-red data shows that the photooxidative stability of the amine acrylates depends on the nature of the polymer backbone. The order of decreasing stability is linked directly to the level of methylene protons alpha to the ether oxygen in each system. With the diethylamine derivative of TMPTA there is no ether functionality and this is the most photostable. The amine acrylate based on GPTA contains three alpha methylene protons adjacent to an ether oxygen. The amine acrylate based on TMPETA contains four alpha methylene protons adjacent to an ether oxygen. 

The diethylamine derivative is an oil which decomposes on heating. The piperidine, derivative is a ciu stalline product melting at approximately 136 0. Substituted mono-(dialkylaminomethyl) derivatives can be obtained from acylureas, fonnaldehy de, and secondary amines . 

Cationic Starches. The two general categories of commercial cationic starches are tertiary and quaternary aminoalkyl ethers. Tertiary aminoalkyl ethers are prepared by treating an alkaline starch dispersion with a tertiary amine containing a P-halogenated alkyl, 3-chloto-2-hydtoxyptopyl radical, or a 2,3-epoxypropyl group. Under these reaction conditions, starch ethers are formed that contain tertiary amine free bases. Treatment with acid easily produces the cationic form. Amines used in this reaction include 2-dimethylaminoethyl chloride, 2-diethylaminoethyl chloride, and A/-(2,3-epoxypropyl) diethylamine. Commercial preparation of low DS derivatives employ reaction times of 6—12 h at 40—45°C for complete reaction. The final product is filtered, washed, and dried. 

Mel, CH3CN morpholine or diethylamine, methanol, 76-95% yield. These conditions also cleave tlie 4 -pyridyl derivative. The Pet ester is stable to the acidic conditions required to remove the BOC and r-butyl ester groups, to the basic conditions required to remove the Fmoc and Fm groups, and to hydrogenolysis. It is not recommended for use in peptides that contain methionine or histidine since these are susceptible to alkylation with methyl iodide. 

Mel, CH3CN morpholine or diethylamine, methanol, 76-95% yield. These conditions also cleave the 4 -pyridyl derivative." ... 

Dichloro-l,3,5-triazanaphthalene and its 6-methyl derivative react at the 4-position (70-90% yields) with ammonia in dioxane (20°, 15 min) or in water (95°, 1.5 hr) and with diethylamine in dioxane (20°, 15 min). The dichloroazine yields the 4-(A-ethyl-anilino)-2-chloro derivative under acidic conditions. Amination of the 2,4-dithioxo derivative with concentrated ammonia (95°,... 

Only a few displacements involving mono-substituted compounds are known. 4-Chloropyrido[2,3-d]pyrimidine reacts readily (96°, 30 min) with aqueous aniline, hydrazine, or ammonia and with diethylamine (0°, 16 hr). In contrast to the 1,3,6-isomers, the 4-oxo and 2,4-dioxo derivatives are readily converted into chloro and thioxo derivatives by phosphorus oxychloride and pentasul-... 

Treatment of ethyl 4-chloro-7-diethylamino-6-nitro-l,8-naphthyridine 3-carboxylate (104) with the amines RH [R = N(CH2)s NH(CH2)N(C2Hs)2] gives the corresponding 4-amino derivatives [105, R = N(CH2)s, 74% and 105, R = NH(CH2)N(C2Hs)2, 50%]. With diethylamine the 7-chloro-6-nitro derivative of nalidixic acid (i.e., 106) yields the 7-diethylamino compound 107 (62%) (79YZ155). 

This ring system was prepared by treatment of quinoline derivative 786 with antimonyl chloride to give 787. Quinoline derivative 786 was prepared by Mannich reaction on 2,8-dihydroxylepidine with diethylamine and formaldehyde to afford the respective diethylaminomethyl derivative that followed by subsequent nitration. The schistosomicidal activity of 787 was studied (80MI66) (Scheme 138). 

Acylation of benzamidoxlme (144) with chloropropionyl chloride gives the 0-acylated derivative (145). Reaction of that intermediate with diethylamine serves first to cyclize the molecule to the 1,2,4-oxadiazole heterocycle subsequent displacement of the halogen on the side chain gives oxolamine (146),a drug with antltussive and spasmolytic activity. 

Reaction of pyroc techol with epichlorohydrin in the presence of base affords the benzodioxan derivative, 136, (The reaction may well involve initial displacement of halogen by phenoxide followed by opening of the oxirane by the anion from the second phenolic group.) Treatment of the alcohol with thio-nyl chloride gives the corresponding chloro compound (137). Displacement of halogen by means of diethylamine affords piper-oxan (138), a compound with a-sympathetic blocking activity. 

N. A-Diethyl-2.3-dihydro-8//-thieno[2,3-r/]azcpin-7-amine (20), which is obtained in 49 % yield by photolysis of 6-azido-2,3-dihydrothiophene in a mixture of diethylamine and tetrahydro-furan. on treatment with bromine yields the fully unsaturated derivative 21.1,4... 

Diethylalkylacetamide derivatives 45 Diethylamine vapor reagent 86 Diethylene glycol 426 Diethylstilbestrol 80,84,105,413,414,432,... 

NP=CHSiMe3, with diethylamine provides the aminophosphine Me SiNH-PNEt2(Cf SiMe ) which in turn adds a second mole of dimethylamine to give the novel phosphorus(III)-phosphorus(v) derivative 7. 

Hydrolysis of allyl ester 201b was performed with diethylamine in the presence of Pd(PPh3)4. The carboxylic acid 201c thus obtained could be amidated with a tryptophan derivative using l-(3-dimethylaminopropyl)-3-ethylcarbodiimide as... 

The thioxotetrazinoquinazoline 7 was reacted with paraformaldehyde and secondary amines, namely diethylamine and piperidine (Mannich reaction), to afford the corresponding derivatives (Equation 2) <1999IJB850>. 

Furopyrrolizidine, antitumour antibiotic 46 can be brominated by reacting with NBS in TF1F at rt to give the 7-bromo derivative 229 in 64% yield. The reaction can be reversed by refluxing 229 with dimedone in toluene to give back 46 in 80% yield. Compound 229 on further reaction with diethylamine in toluene afforded thermodynamically more stable epimer 231 (Scheme 37) <2002OL4387>. 

Musumarra et al. [44] also identified miconazole and other drugs by principal components analysis of standardized thin-layer chromatographic data in four eluent systems and of retention indexes on SE 30. The principal component analysis of standardized R values in four eluents systems ethylacetate-methanol-30% ammonia (85 10 15), cyclohexane-toluene-diethylamine (65 25 10), ethylacetate-chloroform (50 50), and acetone with plates dipped in potassium hydroxide solution, and of gas chromatographic retention indexes in SE 30 for 277 compounds provided a two principal components model that explains 82% of the total variance. The scores plot allowed identification of unknowns or restriction of the range of inquiry to very few candidates. Comparison of these candidates with those selected from another principal components model derived from thin-layer chromatographic data only allowed identification of the drug in all the examined cases. 

In another study, the authors reported a comparative study of the enantiomeric resolution of miconazole and the other two chiral drugs by high performance liquid chromatography on various cellulose chiral columns in the normal phase mode [79], The chiral resolution of the three drugs on the columns containing different cellulose derivatives namely Chiralcel OD, OJ, OB, OK, OC, and OE in normal phase mode was described. The mobile phase used was hexane-isopropanol-diethylamine (425 74 1). The flow rates of the mobile phase used were 0.5, 1, and 1.5 mL/min. The values of the separation factor (a) of the resolved enantiomers of econazole, miconazole, and sulconazole on chiral phases were ranged from 1.07 to 2.5 while the values of resolution factors (Rs) varied from 0.17 to 3.9. The chiral recognition mechanisms between the analytes and the chiral selectors are discussed. 

Zheng and Sun [67] used a thin-layer chromatographic method for the analysis of primaquine and other quinoline derivatives. The drug and other compounds were chromatographed on silica gel GF254 plate, with methanol aqueous 25 28% ammonia (200 3) and chloroform dichloromethane diethylamine (4 3 1), as mobile phases. Spots were located under ultraviolet radiation. The detection limit was 12 pg/mL. Total separation could be achieved by the use of two plates and the respective mobile phase. 

Reaction of isofervenulin 268 (R = H) with ketones in the presence of diethylamine or excess of the latter gave pyrido[2,3-d]pyrimidinedione 299 (R1 = R2 = H) and uracil derivative 300 (89KGS274 90KGS1545). 

Treated with ZnBr2 followed by enamines, phenyl thioethers 829 derived from aryl aldehydes are converted to (l-(phenylthio)alkyl ketones or aldehydes 830 in moderate to good yields (Equation 19). Enamines used in these syntheses are (1) morpholine enamine derived from diethyl ketone, (2) diethylamine enamine of propiophenone, (3) piperidine enamine derived from isovaleraldehyde, and (4) pyrrolidine enamine of cyclohexanone <2000H(53)331>. 

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