Pyrimidinones dimethyl

DBPO DBU DCC DDQ DEAD DET DIBAL-H DIPT DMAP DMB DME DMF DMPU DMSO EDDA Eu(dppm)3 Eu(fod)3 dibenzoyl peroxide 1.8- diazabicyclo [ 5.4.0] undec-7-ene dicyclohexylcarbodiimide 2.3- dichloro-5,6-dicyano-l,4-benzoquinone diethyl azodicarboxylate diethyl tartrate diisobutylaluminium hydride diisopropyl tartrate iMM-dimethylaminopyridine 3.4- dimethoxybenzyl 1.2- dimethoxyethane dimethylformamide 1.3- dimethyl-3,4,5,6-tetrahydro-2(lH)pyrimidinone dimethyl sulfoxide ethylene diammonium diacetate di(perfluoro-2-propoxypropionyl)methanato europium 6.6.7.7.8.8.8- heptafluoro-2,2-dimethyl-3,5-octanedionato... 

Propylene Urea Resins. In similat fashion to ethyleneurea, dimethyl-olpropyleneurea [3270-74-4] [l,3-bis(hydroxymethyl)tetrahydro-2-(m)-pyrimidinone] is the basis of propyleneurea—formaldehyde resin [65405-39-2], Its preparation is from urea, 1,3-diaminoptopane [109-76-2] and formaldehyde. 

Similar intermediates including o-ethoxycarbonyl-, o-cyano- and o-dimethyl-aminomethylene-piperidones or their imines have been used to give partially reduced analogues, e.g. (244), in the [2,3-. 

Pyrimidine, 5-benzyl-4,6-dimethyl-2-phenyl-synthesis, 3, 118 Pyrimidine, 2-benzyl-5-nitro-synthesis, 3, 130 Pyrimidine, benzyloxy-pyrimidinone synthesis from, 3, 133 Pyrimidine, 4,5-bis(alkylamino)-synthesis, 3, 121 Pyrimidine, 2-bromo-aminolysis, 3, 100 H NMR, 3, 62 reactions... 

Oxodiperoxy(pyridine)(l,3-dimethyl-2,4,5,6-tetrahydro-2-l//> (pyrimidinone)molybdenum... 

Attempts were made to substitute other polar solvents for HMPA in this reduction. Under similar reaction conditions but with substitution of.1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) no reaction took place, and the starting... 

The reaction of 3-amino-2-hydrazino-4(3// )-pyrimidinones 234 with dimethyl acetylenedicarboxylate gave pyrimidinylidene hydrazones 236... 

As an extension of their work on the [4+ 4]-reaction of zirconacyclopentadienes and l,2-bis(bromomethyl)arenes (Section 10.13.2.4), Takahashi and co-workers reported a [5 + 4]-reaction based on the use of l,8-bis(bromomethyl)-naphthalene as the five-carbon component.85 As with the [4 + 4]-reaction, the [5 +4]-reaction works with a catalytic amount of CuCl, but higher yields and faster reactions result when stoichiometric CuCl and 1,3-dimethyl-3,4,5,6-tetrahydro-2(l//)-pyrimidinone(iV,iV -dimethylpropyleneurea) (DMPLJ) are used (Scheme 42). 

During initiation with metal ions, a solvent can play the role of a donor ligand to this metal ion and thus enforce its activity. An example from Smij chemistry is as follows In mixtures of HMPA and l,3-dimethyl-3,4,5,6-tetrahydro-2(l//)pyrimidinone with AN (but not with THF), the rate of reductive cyclization of o-allyloxyiodobenzene with Sml2 sharply increases (Hasegawa and Curran 1993). 

Oxindoles are prepared using a solid-phase Pummerer reaction. Thus, the immobilized amide 182 undergoes the Pummerer rearrangement on treatment with TFAA and boron trifluoride diethyl etherate (BF3 Et20) (Equation 118). Cleavage of the oxindole from the linker is achieved using samarium iodide and 1,3-dimethyl-3,4,5,6-tetrahydro-2(lH)-pyrimidinone (DMPU) <2003CC2380>. 

After selective generation of the syn- or anH -enolate of an amide, it is usually reacted with a haloalkane, often the iodide. Allylic and benzylic bromides also react satisfactorily, and dimethyl and diethyl sulfate have also been used in some cases. A solution of the alkylating agent in an ethereal solvent, usually tetrahydrofuran, is added to the enolate, usually at low temperature. A polar, aprotic cosolvent, such as hexamethylphosphoric triamide, is frequently used as an additive in the alkylation step. The use of this suspected carcinogen is prohibited in some countries, which limits the usefulness of many of the reactions described below. However, similarly effective in many cases are some ureas, such as the commercially available 1,3-dimethyl-3,4,5,6-tetrahydro-2(l//)-pyrimidinone (DMPU)12. 

Sundaram and co-workers [90TL(31)7357] prepared 1-methoxycarbonyl-substituted diene 354 and reported its reaction with dimethyl acet-eylenedicarboxylate in refluxing benzene affording cycloadduct 355 in 72% yield (Scheme 78) there is no comment in the report on the aromatiza-tion step, which should imply loss of both dimethylamino and methoxycar-bonyl groups. Similarly, the synthesis of pyrimidinone 356 (96% yield) was described to occur when 354 was stirred with phenylketene at room temperature. 

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