2,4,6-Trichloro-1,3,5-triazine cyanuric

Fig. 8.n Covalent coupling of trypsin to a silicon surface. In a first step, free silanol groups are reacted with 3-amino-propyltriethoxysilane. The amino-functionalized surface is then treated with 2,4,6-trichloro-1,3,5-triazine (cyanuric chlorid). Finally, trypsin is covalently bound via a free amino group of the protein. 

Galactosidase has been attached to glass in this way.56 The immobilized enzyme is useful in removing lactose from milk, for the benefit of those persons who are intolerant of lactose. A similar technique was used to attach glucose oxidase to magnetite (I i O-i) particles, starting with a trimethoxysilane.57 This permits easy separation with a magnet. The immobilized enzyme was 50% less active than the native enzyme, but kept 95% of its activity after 9 months at 4°C. Another way to attach an enzyme to a support is to treat the metal oxide support first with 2,4,6-trichloro 1,3,5 triazine (cyanuric chloride) (5.18), then with the enzyme.58 This was done on both alumina and on silica. 

Cyanine dyes 393 Cyanocobalamin 233, 557 Cyanuric chloride see 2,4,6-trichloro-1,3,5-triazine Cyanuric acid 512 Cyclazine 153 Cycloserine 196 Cytisine 423 Cytokinin 480 Cytosin 470... 

Trifluoro-l5355-Triazine. Cyanuric fluoride can be produced from 2,4,6-trichloro-j -l,3,5-triaziae [108-77-0] (cyanuric... 

A variety of oximes 255 undergo the Beckmann rearrangement upon treatment with 2,4,6-trichloro-l,3,5-triazine (cyanuric chloride, 256) in A,A-dimethylformamide (DMF, 257) at room temperature in excellent yields (equation 77). 

Trichloro-l,3.5-triazine (cyanuric chloride, 5) can be converted using a sixfold excess of sulfur tetrafluoride at 250 C into 2,4,6-trifluoro-l,3,5-triazine (cyanuric fluoride, 6) with lower proportions of sulfur tetrafluoride, cyanuric chlorofluorides are formed.191... 

A more recent modification was reported by Giacomelli and De Luca wherein oxalyl chloride has been replaced by 2,4,6-trichloro[l,3,5]triazine (cyanuric chloride, TCT) as the activator.16 The authors cite the dangerous toxicity and moisture sensitivity of oxalyl chloride as a motive for their work, the exclusion of which also means that the reaction can be carried out between -30 and 0 °C. Alcohols and. V-protected a-amino alcohols were converted to the corresponding ketones and aldehydes. 

Column 250 x 4.6 CSP-4 (Prepare as follows. Add a solution of 1.07 g L-valyl-L-valyl-L-valine isopropylester (Bunseki Kagaku 1979, 28, 125) in 30 mL dry dioxane (Caution Di-oxane is a carcinogen ) dropwise to a mixture of 2.2 g2,4,6-trichloro-l,3,5-triazine(cyanuric chloride) in 20 mL dry dioxane stirred at 0°, add 3 g anhydrous sodium carbonate at room temperature, stir, filter, evaporate to give a colorless solid. Dissolve 8.3 g of this solid in 30 mL dry dioxane, add 2 g N-(2-aminoethyl)-3-aminopropyltrimetho3ysilane, add 1.5 g anhydrous sodium carbonate, reflux with stirring for 40 h, filter, add 3 g dried 10 p.m Li-Chrosorb Si 100, reflux with slow stirring for 10 h, cool, filter. Wash the solid with dioxane, MeOH, and diethyl ether, dry imder reduced pressure (J.Chromatogr. 1984, 292, 427).) Mobile phase Hexane 1,2-dichloroethane EtOH trifluoroacetic acid 62.5 35 0.625 0.25 Detector UV... 

R. A. Kumar, P. Thirupathi, Helv. Chim. Acta 2007, 90, 1206-1210. One-Pot three-component synthesis of a-amino nitriles catalyzed by 2,4,6-trichloro-l,3,5-triazine (cyanuric acid), (c)... 

The reactivity of cyanuric chloride (2,4,6-trichloro- -triazine) as an indication of a-triazine activation is misleadingly high because of mutual activation of the chlorines meta activation > ortho or para activation) and its symmetry (cf. Section III,A,1). However, the greatest variety of nucleophilic substitutions have been investigated with this substrate. 

Organic Derivatives. Although numerous mono-, di-, and trisubstituted organic derivatives of cyanuric and isocyanuric acids appear in the hterature, many are not accessible via cyanuric acid. Cyanuric chloride 2,4,6-trichloro-j -triazine [108-77-0], is generally employed as the intermediate to most cyanurates. Trisubstituted isocyanurates can also be produced by trimerization of either aUphatic or aromatic isocyanates with appropriate catalysts (46) (see Isocyanates, organic). Alkylation of CA generally produces trisubstituted isocyanurates even when a deUberate attempt is made to produce mono- or disubstituted derivatives. There are exceptions, as in the production of mono-2-aminoethyl isocyanurate [18503-66-7] in nearly quantitative yield by reaction of CA and azitidine in DMF (47). 

Cyanuric chloride (TCT, 2,4,6-trichloro-l,3,5-triazine) [108-77-0] M 184.4, m 146-149 , 154 , h 190 . Crystd from CCI4 or pet ether (b 90-100°), and dried under vacuum. Recrystd twice from anhydrous benzene immediately before use [Abuchowski et al.J Biol Chem 252 3582 1977]. 

Direct bromination readily yields the 6-bromo derivative (111), just as with uracil. Analogous chlorination and iodination requires the presence of alkalies and even then proceeds in low yield. The 6-chloro derivative (113) was also obtained by partial hydrolysis of the postulated 3,5,6-trichloro-l,2,4-triazine (e.g.. Section II,B,6). The 6-bromo derivative (5-bromo-6-azauracil) served as the starting substance for several other derivatives. It was converted to the amino derivative (114) by ammonium acetate which, by means of sodium nitrite in hydrochloric acid, yielded a mixture of 6-chloro and 6-hydroxy derivatives. A modified Schiemann reaction was not suitable for preparing the 6-fluoro derivative. The 6-hydroxy derivative (115) (an isomer of cyanuric acid and the most acidic substance of this group, pKa — 2.95) was more conveniently prepared by alkaline hydrolysis of the 6-amino derivative. Further the bromo derivative was reacted with ethanolamine to prepare the 6-(2-hydroxyethyl) derivative however, this could not be converted to the corresponding 2-chloroethyl derivative. Similarly, the dimethylamino, morpholino, and hydrazino derivatives were prepared from the 6-bromo com-pound. ... 

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