Imidazole 2- isopropyl

Imidazole, 1 -hydroxy-2,4,5-triphenyl-3-oxides reactions, S, 455 Imidazole, iodo-nitrodehalogenation, 5, 396-397 Imidazole, 1-iodo-reactions, S, 454 stability, S, 110 Imidazole, 2-iodo-synthesis, S, 401 Imidazole, N-iodo-, S, 393 reactions, 5, 454 Imidazole, 4-iodo-5-methyl-iodination, 5, 400 Imidazole, 2-isopropyl-4-nitro-N-nitration, 5, 351 Imidazole, 2-lithio-reactions, S, 106, 448 Imidazole, 2-mercapto-l-methyl-as antithyroid drug, 1, 171 mass spectra, 5, 358 Imidazole, 1-methoxymethyl-acylation, S, 402 Imidazole, 5-methoxy-l-methyl-reactions... 

PHlO% dodecyl, 12% imidazole, isopropylated Free imidazole Not detectable... 

Imidazole, 5-hydroxy-1 -isopropyl-2-methyl-4-propyl-synthesis, S, 475 Imidazole, 2-hydroxymethyl-hydroxymethylation, S, 404 oxidation, S, 430 Imidazole, 4-hydroxymethyl-oxidation, S, 430 synthesis, S, 480, 484 Imidazole, 2-hydroxymethyl-4-methyl-synthesis, S, 484... 

Because free or esterified imidazole(4,5)-acetates 745 are currently accessible only via a rather tedious multistep synthesis via (4,5)hydroxymethylimidazole [224— 226], it seemed obvious to react amidines such as isobutyraminidine-HCl 742 with commercially available methyl or ethyl 4-chloroacetoacetates 743a, b to obtain 745 directly in one step. Because of the low reactivity of the 4-chlorine in 743, however, reaction of 743, e.g. with isobutyramidine-HCl 742 in the presence of sodium methylate in methanol, affords exclusively 2-isopropyl-6-chloromethyl-pyri-midin-4-one 744 [227], whereas treatment of 743b with NaOEt in EtOH gives, in the absence of amidines, 2,5-bis(ethoxycarbonyl)cyclohexane-l,4-dione in nearly quantitative yield [228, 229]. 

The methylimidazolide reacts more slowly with an alcohol (cf. c-QHnOH) but not with respect to an amine (cf. C-QH11NH2) in comparison with the unsubstituted imi-dazolide. Introduction of an additional alkyl group into the imidazole ring further retards the transphosphorylation. Thus, the 2-ethyl-4-methylimidazolide did not react with cyclohexanol within 70 h at room temperature, while with cyclohexylamine an amide was produced, albeit with a reduction in yield.[190] Hence, a certain degree of selectivity towards amines was achieved with the 2-ethyl-4-methylimidazolide. Selectivity toward amines and alcohols was also observed with the 2-ethyl- or isopropyl-4-nitroimidazolide. 

Migration of the imidazolylcarbonyl group in addition to N-C migration of the acyl moiety was observed upon irradiation of l-(dehydroabietoyl)imidazole and l-(13 -de-isopropyl-10 -e/ -dehydroabietoyl)imidazole.[3]... 

By way of illustration, nitration of 2-isopropyl-imidazole (55) affords the 4- or 5-nitro derivative (56, 57). Alkylation with methyl iodide affords isomer 58. The same reaction carried out with dimethyl sulfate under neutral or acidic conditions provides the isomer methylated at the alternate... 

The hydroxyl group was usually protected, because cyanohydrins have tendency to racemization or even decomposition. Vinyl ethers or acetal and acid catalysts furnish acetals [62]. Trialkylsilyl chlorides and imidazole are used to give silyl ethers [63]. Commonly used protective groups are silyl ether, ester, methoxy isopropyl (MIP) ether, and tetrahydro-pyranyl ether. ( -Protected cyanohydrins are tolerant to a wider range of cyanide/nitrile transformations and are utilized widely in the synthesis of compounds of synthetic relevance in organic chemistry. 

Fig. 10.2 Effect of buffer composition on the ESI-FTICR-MS spectrum of a 27mer RNA construct representing the 16S A-site. The spectrum in (a) was acquired from a solution comprised of 33% isopropyl alcohol and 25 mM piperidine/imidazole with an approximate pH of 8.5. The spectrum in (b) was acquired from a solution containing the...

Bei Einsatz von z. B. 3,5-Dimethyl-l-(imino-isopropylamino-methyl)-pyrazo]/ai-Brom-aceto-phenon erhalt man infolge Hydrolyse des nicht isolierten 2-(3,5-Dimethyl-pyrazolo)-l-isopro-pyl-4-phenyl-im idazols 2-Hydroxy-1 - isopropyl-4 -phenyl- imidazol (51 %)105 ... 

Disidea Herbacca, obtained the /3-ketoester H2N—CH(iPr)—CO— CH2—COOEt from L-valine. The ester was cyclized to 5-isopropyl-tetramic acid in toluene in the presence of potassium 2-methyl-2-butoxide (84HCA1783). In other cases esters of 4-amino-3-oxobutanoic acid, subsequently cyclized in the presence of base, were synthesized using special heterocycles, such as /3-lactams (91TL3115), imidazoles (91IZV437) or pyrones (89TL3217). (See Fig. 30.)... 

Chemical Name l-Methyl-2-(l-methylethyl)-5-nitro-lH-imidazole Common Name 2-Isopropyl-l-methyl-5-nitroimidazole Structural Formula ... 

Furin and co-workers prepared several fluorinated diazetines by the reaction of perfluoro compound 131 with isopropyl amine, /-butyl amine, 2-amino-6-bromobenzothiazole, and 2-amino-1-methyl imidazole in THF in the presence of triethylamine (Equation 32) <2000RJ0109>. The same group also reported the formation of several diazetidines 132 and 133 by the reaction of perfluoro compound 131 with 2-nitro-, 4-nitro-, or pentafluoro-aniline in the presence of triethylamine (Scheme 15, Section 2.13.7.2) <2000JFC(104)263>. 

Similarly, the 8-isopropyl homolog of /3-tropone 181 can be transformed into the 5-acetoxy compound (67MI1), and imidazole 15 (Scheme 110) yields the products of O- and predominant /V-l-methylation, namely 412 and 413 (62BCJ1188). Furthermore, the carbonyl groups of pyrrole... 

At that time, our coatings were made in Towanda with methylene chloride as solvent, but our custom coating was done with butanone and isopropyl alcohol. The samples of TCTM-HABI had good solubility in this solvent pair. When Green precipitated the product from the oxidation of the 2,4-bis(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)imidazole, he made a startling discovery. Some of it went into solution in the ketone solvent, but most did not. What did... 

Reagents (i) isopropyl alcohol, PTS, benzene, reflux (ii) I2, Ph3P, imidazole, MeCN (iii) LDA, THF, -78°C (iv) Me3SiCN, Znl2, benzene (v) HC1, EtOH, reflux. 

When a bulky bis(adamantylethoxy) imidazolium salt was treated with potassium hydride the reaction did not afford the expected potassium-carbene.18 Instead, elimination of one alcohol arm produced a mono (adamantylethoxy) imidazole (9) (Scheme 5). Treatment of this with isopropyl iodide resulted in the alcohol imidazolium iodide salt, which undergoes deprotonation with lithium hexamethyldisilazide to afford the lithium alkoxy carbene (10) which was characterised by mass spectrometry and multinuclear NMR spectroscopy. The C2 carbon in 10 resonates at 186.3 ppm in the 13C NMR spectrum, which is a significantly lower frequency than the similar ligand in 7 which has lithium iodide incorporated into the structure. 

The presence of a substituent at position 4(5) of the imidazole ring does not prevent entry of the nitro group at position 5(4) [87, 95, 109-121], The size of the substituent does not play a part (isopropyl, cyclopentyl, and cyclohexyl) [113]. 

Ac, acetyl AIBN, azobis(isobutanonitrile) All, allyl AR, aryl Bn, benzyl f-BOC, ferf-butoxycarbonyl Bu, Butyl Bz, benzoyl CAN, ceric ammonium nitrate Cbz, benzyloxycarbonyl m-CPBA, m-chloroperoxybenzoic acid DAST, diethylaminosulfur trifluoride DBU, l,8-diazabicyclo[5.4.0]undec-7-ene DCC, /V. /V - d i eye I oh e x y I c ar bo -diimide DCM, dichloromethyl DCMME, dichloromethyl methyl ether DDQ, 2,3-dichloro-5,6-dicyano-l,4-benzoquinone DEAD, diethyl azodicarboxylate l-(+)-DET, L-(+)-diethyl tartrate l-DIPT, L-diisopropyl tartrate d-DIPT, D-diisopropyl tartrate DMAP, 4-dimethylaminopyridine DME, 1,2-dimethoxyethane DMF, /V./V-dimethylformamide DMP, 2,2-dimethoxypropane Et, ethyl Im, imidazole KHMDS, potassium hexamethyldisilazane Me, methyl Me2SO, dimethyl sulfoxide MOM, methoxymethyl MOMC1, methoxymethyl chloride Ms, methylsulfonyl MS, molecular sieves NBS, N-bromosuccinimide NIS, /V-iodosuccinimide NMO, /V-methylmorpho-line N-oxide PCC, pyridinium chlorochromate Ph, phenyl PMB, / -methoxvbenzyl PPTs, pyridiniump-toluenesulfonate i-Pr, isopropyl Py, pyridine rt, room temperature TBAF, tetrabutylammonium fluoride TBS, ferf-butyl dimethylsilyl TBDMSC1, f-butylchlorodimethylsilane Tf, trifhioromethylsulfonyl Tf20, trifluoromethylsulfonic anhydride TFA, trifluoroacetic acid THF, tetrahydrofuran TMS, trimethylsilyl TPAP, tetra-n-propylammonium perruthenate / -TsOH. / -toluenesulfonic acid... 

---