Hydroxy 2-Hydroxyethyl amides

CycUzations. A one-step eycUzation of A(-hydroxyethyl amides to oxazoles and oxazolines is mediated by DAST. P-Hydroxy carbamates usually undergo fluorination (OH — F), but the N-Boc derivatives afford oxazolidin-2-ones. ... 

One of the virtues of the Fischer indole synthesis is that it can frequently be used to prepare indoles having functionalized substituents. This versatility extends beyond the range of very stable substituents such as alkoxy and halogens and includes esters, amides and hydroxy substituents. Table 7.3 gives some examples. These include cases of introduction of 3-acetic acid, 3-acetamide, 3-(2-aminoethyl)- and 3-(2-hydroxyethyl)- side-chains, all of which are of special importance in the preparation of biologically active indole derivatives. Entry 11 is an efficient synthesis of the non-steroidal anti-inflammatory drug indomethacin. A noteworthy feature of the reaction is the... 

Reaction of cyanohydrins with absolute ethanol in the presence of HCl yields the ethyl esters of a-hydroxy acids (3). A/-substituted amides can be synthesized by heating a cyanohydrin and an amine in water. Thus formaldehyde cyanohydrin and P-hydroxyethylamine lead to A/- (P-hydroxyethyl)hydroxyacetamide (4). 

A mixture of concentrated sulfuric and nitric acids has been used for the A-nitration of amides and ureas. A, A -Dinitro-A,A -bis(2-hydroxyethyl)oxamide dinitrate (NENO) (11) is prepared from the action of mixed acid on A, A -bis(2-hydroxyethyl)oxamide (61), itself prepared from the condensation of diethyloxalate with two equivalents of ethanolamine. Niuo-sylsulfuric acid is an inhibitor of A-nitration and so nitrous acid should be rigorously excluded. The reaction of (61) with absolute nitric acid results in 6>-nitration of the hydroxy groups but no A-nitration, and consequently, (62) is isolated as the sole product. 

N-(/3-hydroxy)amides are cyclized with DIPCD in the presence of a catalytic amount of Cu(OTf)2 to give 2-oxazolines. Similarly, N-(2-hydroxyethyl)thioamides and N-(2-hydroxyethyl)thioureas are converted with DCC in refluxing acetonitrile to give 2-oxazolines in 88-94% yield." Benzo-fused heterocycles 465 ( = 0,1,2) are obtained from the thiourea derivatives 464 and DCC (Yields 81-92%)... 

Unsaturated ethers, RCH = CHCH20CHj, have been prepared from the corresponding allylic alcohols and dimethyl sulfate in the presence of sodium amide (60-80%). Acetylenic ethers are made in a similar manner from acetylenic alcohols. The hydroxyethylation of phenols with ethylene sulfite or ethylene carbonate appears to be a promising reaction for the formation of hydroxy ethers of the type ROCH,CHjOH. ... 

Commercially important polyesters, e.g. poly[l-(2-ethylenyl)-2,2,6,6-tetramethyl-4-piperidinylbutane dioate] (146) [190] were synthesized from l-(2-hydroxyethyl)-4-hydroxy-2,2,6,6-tetramethylpiperidines and suitable dicarboxylic acids. Another polymeric HALS was prepared by transesterification of oligoesters of tetramethyl-butane-l,2,3,4-tetracarboxylate with 22,6,6-tetramethyl-4-hydroxypiperidine and 1,10-decanediol [191]. Compound 147 is a similar polyester type HALS. An ester-amide chain is created during esterification of 2-(2,2,6,6-tetramethyl-4-piperidinylamino)ethanol and dimethyl adipate [192]. 

Methylpyrazine heated with paraformaldehyde at 165° for 4.5 hours formed 2-(2 -hydroxyethyl)pyrazine (38%) (470,722), and with benzophenone and sodium amide gave 2-(2-hydroxy-2, 2 -diphenylethyl)pyrazine (705). A series of substituted 2-(2 -hydroxyethyl)pyrazines (e.g., 23) have been prepared from sodio-2-methylpyrazine (22) (from methylpyrazine and sodium in liquid ammonia) and aldehydes or ketones (706). Similarly 2-methyl-6-pyrazinylmethylsodium with aldehydes and ketones undergoes aldol-type condensations to give the corresponding secon-... 

Stearamide OEA Stearic acid diethanolamide Stearoyi diethanolamide N,N-Bis(hydroxyethyl)octadecanamide N,N-Bis(2-hydroxy-ethyl)octadecanamide N,N-Bis(2-hydroxyethyl)stear-amide N,N-Bis(p-hydroxyethyl)stearamide Clindroi 868 Clindrol 200-S Cyclomide SD Diethanoiamine stearic acid amide Diethanolstearamide Onyxol 42 Schercomid ST Stearamide DEA Stearic acid diethanolamide Stearic diethanolamide Stearoyi Diethanolamide N-Stearoyi diethanolamine Unamide S. Thickener, emulsifier for mineral and vegetable oils, microcrystalline wax. Heterene Taiwan Surfactants. 202-280-1... 

Beilstein Handbook Reference) Amidex CP N.N-Bis(2-hydroxyethyl)decan-1-amide BRN 1785093 Capramide DEA Capric acid diethanolamide Deoanamide, N,N-bis(2-hydroxy-ethyl)- EINECS 205-234-9 Standamid CD Upamide CD, Capramide DEA (2 1) - diethanolamine detergent, foam enhancer for anionic systems solubilizes fragrances into hydroalcoholic systems ... 

Hydroxy-2-ethyl-4-pyrone. See Ethyl maltol 1-(2-Hydroxyethyl)-2-pyrrolidinone 1-(2-Hydroxyethyl) pyrrolidin-2-one. See N-Hyd roxyethyl pyrrol idone N-Hydroxyethylpyrrolidone CAS 3445-11-2 EINECS/ELINCS 222-359-4 Synonyms 1 -(2-Hydroxyethyl)-2-pyrrolidinone 1-(2-Hydroxyethyl) pyrrolidin-2-one N-(2-Hydroxyethyl)-2-pyrrolidone 2-Pyrrolidinone, 1-(2-hydroxyethyl)-Classification Nonaromatic amide Empirical CsHiiN02... 

Hydroxy-N-(2-hydroxyethyl) octadecanamide 12-Hydroxy-N-(2-hydroxyethyl) octadecan-1 -amide. See Hydroxystearamide MEA (R)-12-Hydroxy-N-(2-hydroxyethyl) oleamide. 

Hydroxysalicylic acid. See Gentisic acid 4-Hydroxyspinganine. See Phytosphingosine Hydroxystearamide MEA CAS 106-15-0 EINECS/ELINCS 203-367-7 Synonyms 12-Hydroxy-N-(2-hydroxyethyl) octadecanamide 12-Hydroxy-N-(2-hydroxyethyl) octadecan-1-amide 12-Hydroxy-N-(2-hydroxyethyl) stearamide Hydroxystearic acid monoethanolamide Octadecanamide, 12-hydroxy-N-(2-hydroxyethyl)-Definition Mixt. of ethanolamides of hydroxystearic acid... 

CAS 5422-34-4 EINECS/ELINCS 226-546-1 Synonyms N-2-Hydroxyethyllactamide 2-Hydroxy-N-(2-hydroxyethyl) propanamide Lactic acid monoethanolamide Monoethanolamine lactic acid amide Definition Mixture of ethanolamides of lactic acid Empirical C5H11NO3 Formula CH3COHHCONHCH2CH2OH Properties M.w. 133.17 nonionic Toxicology LD50 (subcut., rat) 24 g/kg, (IP, mouse) 16,300 mg/kg mutagen TSCA listed Uses Antistat in cosmetics surfactant, thickener, foam booster/stabilizer for personal care and industrial applies. conditioner, clarifier, detangling agent for shampoos and cream rinses humectant, lubricant in creams... 

Vegetable oil-based poly(ester amide) resin has also been synthesised at a lower temperature in the absence of an organic solvent through a condensation polymerisation reaction of V,V-bis(2-hydroxyethyl) oil fatty amide and phthalic anhydride at a temperature lower than the onset of their melting points. By-products such as water were removed by a vacuum technique. Poly(ester amide) resins may also be prepared using an acid functional acrylic copolymer (butyl methacrylate and maleic anhydride) and hydroxy ethyl fatty amide of dehydrated castor oil in a 3 1 molar ratio. 

Figure 3.6 shows a chromatogram of a mixture of additives found by chromatography of a mixture of additives, solvent extracted with methyl chloride from a sample of polypropylene (PP). The mobile phase was water (channel A) and acetonitrile (channel B). The analysis performed on a Hewlett Packard Model HP109 Series M LC equipped with a diode array detector, shows the presence of methylated hydroxy toluene, methylated hydroxyethyl benzene. Amide E (erucamide), Irganox 1010 and Irganox 1076 (both sterically hindered phenols). 

Synonyms Amides, palm kernel oil, N,N-bis (hydroxyethyl) N,N-Bis (2-hydroxy-elhyl) palm kernel oil acid amide Diethanolamine palm kernel oil add amide Palm kernel oil acid diethanolamide... 

Synonyms N,N-Bis(2-hydroxyethyl)ricinoleamide Diethanolamine ricinoleic acid amide 12-Hydroxy-N,N-bis(2-hydroxyethyl)-9-octadecenamide Definition Mixture of ethanolamides of ricinoleic acid ionic Nature Nonionic Empirical C22H43NO4... 

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