Dimethylamino ethanol

A similar reaction of 5-oxo-4-phenyl-4,5-dihydro-l//-l,2.4-bcnzotriazepine-3-carbonyl chloride with 2-(dimethylamino)ethanol gave 2-(dimcthylamino)elhyl 5-oxo-4-phenyl-4,5-dihydro-l U-, 2,4-benzotri-azcpine-3-carboxylate (11c) yield 54% mp 130-132 C. 

Usually metal-free phthalocyanine (PcH2) can be prepared from phthalonitrile with or without a solvent. Hydrogen-donor solvents such as pentan-l-ol and 2-(dimethylamino)ethanol are most often used for the preparation.113,127 128 To increase the yield of the product, some basic catalyst can be added (e.g., DBU, anhyd NH3). When lithium or sodium alkoxides are used as a base the reaction leads to the respective alkali-metal phthalocyanine, which can easily be converted into the free base by treatment with acid and water.129 The solvent-free preparation is carried out in a melt of the phthalonitrile and the reductive agent hydroquinone at ca. 200 C.130 Besides these and various other conventional chemical synthetic methods, PcH2 can also be prepared electrochemically.79... 

For cobalt phthalocyanines (PcCo, PcCoX), besides the most common method starting with phthalonitrile and cobalt(II) chloride in ethylene glycol, 130-277 279 some other methods have been employed. Other cobalt compounds used are cobalt(II) acetate127 or acetylacetonate.279 Besides using solvents like 2-ethoxyethanol279 and 2-(dimethylamino)ethanol,121 the reaction has also been performed without solvent.137,262 The central metal may exhibit the oxidation states +11 (PcCo) and + III (PcCoX).279... 

Palladiumphthalocyanine (PcPd) can be synthesized from phthalimide, ammonium molyb-date(VI), urea and palladium(II) chloride in nitrobenzene.285 Peripherally substituted palladium phthalocyanine is prepared by the reaction of phthalonitrile286 or isoindolinediimine114,117 and palladium(II) acetate in 2-(dimethylamino)ethanol. Also a metal insertion into metal-free phthalocyanine in dimethylfonnamide starting from bis(triphenylphos-phane)palladium(II) chloride has been performed.141,287... 

As is the case of tetrasubstituted phthalocyanines, a mixture of four structural isomers is obtained if the 5,6-substituents of isoindolinediimine are different. For example, 5-ethoxy-6-octyl-oxyisoindolinediimine, when treated with platinum(II) chloride in refluxing 2-(dimethylamino)-ethanol under nitrogen for 12 hours, yields a mixture of the corresponding isomeric piatinum(II) phthalocyanines in a yield of 28 %.117... 

CN 4-(acetylamino)benzoic acid compd. with 2-(dimethylamino)ethanol (1 1)... 

In one method, p-nitrobenzoic aeid is converted to the corresponding p-nitrobenzoyl chloride, which is allowed to interact with 2-dimethylamino-ethanol. The product of this reaction is 2-diethylaminoethyl- /7-nitro-benzoate, which is reduced to yield procaine. 

Other alcohols ring-open unsaturated oxazolones including glycerol that was used to prepare monoglycerides of acylamino acids.In addition, alcoholysis with 3,4,4-trifluorobut-3-enol leads to amino acid fluorobutenyl esters that are used as pesticides.Finally, (dimethylamino)ethanol and other amino alcohols have also been used to obtain the corresponding aminoalkyl esters. 

In contrast to the syntheses described above, leading to zwitterionic complexes based on the (SiOztC) ligand framework, a direct synthesis of SiOs-based zwitterions has also been reported simultaneous reaction of one equivalent of 2-(dimethylamino)ethanol and two equivalents of glycolic acid or 2,2-diphenylglycolic acid with tetramethoxysilane afforded the zwitterionic bis-glycolatosilicates 71 and 72 (equation 16)30. 

In a dry 1-1. flask fitted with a sealed mechanical stirrer, an efficient reflux condenser, and a 500-ml. dropping funnel is placed 290 g. (2.44 moles) of thionyl chloride (Note 1). The reaction flask must be cooled in an ice bath throughout the entire period of operation, as the reaction is very exothermic. /3-Dimethyl-aminoethanol (210 g., 2.35 moles) (Note 2) is added dropwise through the funnel to the cooled thionyl chloride (Note 3) over a period of an hour, during which time there is a copious evolution of sulfur dioxide (Note 4). After all the /3-dimethylamino-ethanol has been added, the ice bath is removed and the reaction mixture is stirred for another hour (Note 5). The temperature of the mixture is 35 50°. At this point the reaction mixture... 

A good commercial grade (Eastman Kodak Company or Union Carbide and Carbon Corporation) of /3-dimethylamino-ethanol is satisfactory. 

Care should be taken that the dropping funnel inlet does not become clogged with solid product. If the tip of the dropping funnel is in such a position that the drops of /3-dimethylamino-ethanol fall directly into the thionyl chloride and do not drain down the walls of the flask, mechanical difficulties are reduced markedly. The reaction must be carried out in an efficient hood or with a suitable trap in order to remove the noxious sulfur dioxide formed. 

In contrast to compounds 10-16 SiO C framework), the X Si-silicates 17 and 18 contain a S1O5 framework. The latter compounds were obtained by reaction of Si(OMe)4 with two mole equivalents of the respective a-hydroxycarboxylic acid and one mole equivalent of 2-(dimethylamino)ethanol in boiling acetonitrile (reaction time 50 h yield 61 % (17) or 77 % (18)). Recrystalli2ation of 18 from dimethylformamide yielded the 18 DMF solvate which was structurally characterized by single-crystal X-ray diffraction [11]. As can be seen from Fig. 6, the coordination polyhedron surrounding the silicon atom of 18 is a distorted trigonal bipyramid (Berry distortion [8] 13.9 %), in which the carboxylate oxygen atoms occupy the axial sites. 

Compound (+)-27 was synthesized according to Scheme 7 by reaction of Si(OMe)4 with one mole equivalent each of (i ,) )-tartaric acid and 2-(dimethylamino)ethanol in boiling dimethylformamide and isolated in 79 % yield as a crystalline solid [10]. Its identity was established by elemental analyses, solution-state ( H, C, Si) and solid-state ( Si CP/MAS) NMR studies, and FAB-MS investigations. By analogy to (+)-25, compound (+)-27 is optically active. 

SYNS DEANOL DIMETHYLAETHANOLAMIN (GERMAN) DIMETHYLAMINOAETHANOL (GERMAN) DIMETHYLAMINOETHANOL P-DIMETHYLAMINOETHANOL N,N-DIMETHYL-AMINOETHANOL 2-(DIMETHYLAMINO)ETHANOL p-DIMETHYLAMINOETHYL ALCOHOL DLMETHYLETHANOLAMINE N N-DIMETHYL-ETHANOLAiMINE DIMETHYLETHANOLAMINE (DOT) N,N-DIMETHYL-2-HYDROXYETHYLAMINE ... 

DIMETHYLAMINO)ETHANOL METHACRYLATE 2-(DIMETHYLAMINO)ETmL ESTER METHACRYLIC ACID N,N-DIMETHYLAMINOETHYL METH-... 

DIMETHYLAMINO)ETHANOL see DOY800 N-DIMETHYLAMINOETHANOL see DOY 800 N,N-DIMETHYLAXnNOETHANOL see DOY800 p-DIMETHYLAMINOETHANOL see DOY800 p-DIMETHYIAMINOETHxWOL DIPHENYLMETHYL ETHER see BBV500... 

Unfortunately, transesterification with 2-(dimethylamino)ethanol, followed by hydrolysis, a method which serves well in the case of benzyl esters (see Section 2.2.1.2.1), can be used for methyl esters only if thallium salts are used as a catalyst.P l The cleavage of methyl esters with trimethylsUyl iodide which takes place under mild and neutral conditions and... 

Saponification of benzyl esters is achieved under similar conditions as for methyl and ethyl esters (see Sections 2.2.1.1.1.1 and 2.2.1.1.2.1).P 1 Hydrazinolysis of peptide benzyl esters affords the corresponding hydrazides which may be readily transformed into active azide species. Peptide derivatives with various C-terminal functionalities are obtained from resin-bound peptide benzyl esters by aminolysis, hydrazinolysis, saponification, and transesterification (see Section 4.3.1.2).l l Transesterification of benzyl esters with 2-(dimethylamino)ethanol or with trimethylsilyl iodide, followed by hydrolysis of the 2-(di-methylamino)ethyl and trimethylsilyl ester intermediates with water yields the free carboxy termini,... 

Tetracaine Amethocaine hydrochloride 2-dime-thylaminoethyl 4- -butylaminobenzoate hydrochloride 4-(Butylamino)benzoic acid 2-(dimethyl-amino)ethyl ester hydrochloride Anethaine Bute-thanol p-butylaminobenzoyl-2-dimethylamino-ethanol hydrochloride Pontocaine hydrochloride Tonexol 4-(butylamino) Benzoic acid, 2-(dime-thylamino)ethyl ester, monohydrochloride Tetra-cainhydrochlorid Tetracaina, clorhidrato Tetracaine, chlorhydrate... 

Lithium dimethylaminoethoxide, (CH,)2NCH,CH .OLi (1). The alkoxide is generated from 2-(dimethylamino)ethanol with CH3Li. 

Although 3j8-hydroxy-5-enes (26) and their derivatives normally undergo nucleophilic substitution with complete retention of configuration at C-3 via the 3(x,5a-cyclocholestanyl cation), powerful nucleophiles can substitute directly (5 2) with inversion at C-3. N-Methylamino- and ATN-dimethylamino-ethanol react in this way, converting the tosylate (27) into the same product (28). The NN-dimethyl derivative suffers demethylation of the quaternary ammonium ion. 

The best results were obtained when HMPA (5 equiv) and dimethylamino ethanol (DMAE, 2 equiv) were used as additives. The authors also reported the reductive cross-coupling of 1,3-dioxolane with carbonyl compounds to yield a-hydroxy derivatives [24] the reaction was performed in the presence of HMPA (ca. 5% of the solvent) and was complete within 5 min at room temperature (Scheme 11). 

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