Cyanuric acid chloride

SYNS CHLOROTRIAZINE CYANURCHLORIDE CYANURIC ACID CHLORIDE CYANURIC CHLORIDE pOT) CYANURIC TRICHLORIDE pOT) CYAN UR-YL CHLORIDE KYANURCHLORID (CZECH) s-TRIAZINE TRICHLORIDE O TRICHLOROCYANIDINE... 

Ishii and co-workers reported the N-hydroxyphthalimide (NHIP)-catalyzed nitro-sation of cyclohexane with te.it-butyl nitrite ( BuONO) to give nitrosocyclohexane in high yield (Equation 10.5) [11]. Subsequently, they reported an efficient one-pot procedure for the preparation of e-caprolactam from cyclohexane by means of cyanuric acid chloride [12]. The present route towards e-caprolactam obviates the use of corrosive NOC1 in the photonitrosation of cyclohexane. 

CYANURIC ACID CHLORIDE or CYANURIC CHLORIDE or CYANURIC TRICHLORIDE (108-77-0) C3CI3N3 Reacts with moist air, forming fumes of HCl. Violent exothermic reaction with water above 86°F/30°C or steam, forming HCl and cyanic acid. Violent reaction with ethanol, bicarbonates (releases COj), dimethyl-... 

CAS-No [108-77-0] 2,4,6-triehloro-1,3,5-triazlne cyanuric acid chloride cyanuryl chloride trlchlorocyanidine... 

Cyanox STOP. See Distearyl thiodipropionate Cyanuramide. See Melamine Cyanurchloride. SeeCyanuric chloride Cyanurdiamide. SeeAmmeline Cyanuric acid Cyanuric Acid/M, Cyanuric acid anhydride. See Isocyanuric acid Cyanuric acid chloride. See Cyanuric chloride Cyanuric chloride... 

Synonyms Chlorotriazine Cyanurchloride Cyanuric acid chloride Cyanuric trichloride Cyanuryl chloride... 

In 2014, the one-pot synthesis was successfully developed by Wang and co-workers in synthesis of nitrogen-bridged calix[2]arene[2]triazines [43], which had only been obtained by a fragment coupling approach as reported in their previous report [14]. In the presence of DIPEA as a base, the macrocyclic condensation between cyanuric acid chloride 1 and 1,3-phenylene diamines 30 proceeds effectively under very mild conditions to produce the corresponding azacalix[2] arene[2]triazines 31 in 33-54 % yields. It is noteworthy that the one-pot reaction works well for the synthesis of functionalized azacaUx[2]arene[2]triazines when pre-functionalized/M-phenylenediamines are employed (Scheme 14.10). 

One-pot macrocyclic condensation reaction between 4,6-dichloropyrimidine and 4,6-bis(amino)pyrimidines has been reported to take place in the presence of sodium hydride giving azacalix[4]pyrimidines 12a-d in 7-35 % yields [16]. Another metal free one-pot example has been demonstrated by Chen and co-workers [29], who prepared triptycene-bearing azacalixarenes in 8-27 % yield through the nucleophilic aromatic substitution reaction of 2,7-diaminotiiptycene with cyanuric acid chloride or l,5-difluoro-2,4-dinitrobenzene in the presence of DIPEA as a base. 

Cyanuric fluoride is readily hydrolyzed to 2,4,6-thhydroxy-l,3,5-triaziae [108-80-5] (cyanuric acid). Cyanuric fluoride reacts faster with nucleophilic agents such as ammonia and amines than cyanuric chloride. 

Ammonia reacts vigorously with phosgene. The products are urea, biuret, ammeUde (a polymer of urea), cyanuric acid, and sometimes cyameUde (a polymer of cyanic acid). The secondary products probably arise through the very reactive intermediate carbamyl chloride [463-72-9] NH2COCI (see... 

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 acid readily dissolves in aqueous formaldehyde forming tris(hydroxymethyl)isocyanurate [10471-40-6] (THMIC) which can be isolated by evaporation (11). THMIC in turn reacts with acetic anhydride to yield tris(acetoxymethyl)isocyanurate [54635-07-3], either thionyl chloride or phosphoms pentachloride to give tris(chloromethyl)isocyanurate [63579-00-0], and phenyl isocyanate in pyridine to yield tris(A/-phenylcarbamoxymethyl) isocyanurate [21253-39-4] in 87% yield (65). Reaction of CA with paraformaldehyde and 2,6-dicyclohexylphenol yields... 

Conversion of CA into cyanuric chloride [108-77-0] (C1CN)3 by PCl is another example of reaction at carbon (78). Cyanuric chloride as an imidoyl chloride reacts as an acid chloride, unlike chloroisocyanurates. 

Cyanuiic chloiide reacts with sodium sulfide to form tritliio(iso)cyanuric acid [638-16 ] (11). For a review of cyanuric chloride chemistry, see Reference 79. 

Because of the high polarity of the C=N double bonds, cyanuric chloride (120, R= Cl) is comparable with a carboxylic acid chloride. This explains its smooth reaction with diazomethane to yield dichloro-(diazomcthyl)-l,3,5-triazine (121, R = The analogous com-... 

Tricyan, n. tricyanogen, -chlorid, n. tricyanyl chloride (cyanuryl chloride). -saure, /. tricyanic acid (cyanuric acid), tiieb, pret. (of treiben) drove, propelled, etc. Trieb, m. driving force, impetus drive (of... 

The hydrohalogenide additions to oxiranes are ether cleavages, of course. A further example for this reaction type is the quantitative reaction of solid 2,4,6-trimethoxy-s-triazine with HCl gas at 100 °C to give cyanuric acid and methyl chloride [221. 

Examples where the phenolic hydroxy groups were utilized include the preparation of lignin epoxies by reaction with epichlorohydrin (2), esterifications with bis-acid chlorides (3) and cyanuric chloride (4), and polymerization with aziridines (5). 

Trithiocyanuric Acid, (HCNS)3, may be obtained by treating cyanuric chloride with sodium sulphide.8 It forms yellow needles, stable up to 200° C., soluble in water. At 200° C. hydrochloric acid transforms it into cyanuric acid. 

Bis-substitution of stilbene produces stronger fluorescence and the bis-triazine derivatives of diaminostilbenes have proved to be the most successful brighteners for cellulosics, in particular, and polyamides (60MI11200). The variety of substitution permutations in (90) is almost endless and many primary and secondary homocyclic and heterocyclic amines, thiols and phenols have been used. Synthesis of such compounds is straightforward and utilizes the convenient selectivity to substitution of cyanuric chloride. 4,4 -Diaminostilbene-2,2 -disulfonic acid condenses readily at 0-5 °C with cyanuric chloride, under slightly acidic conditions. In this case cyanuric chloride behaves as a monofunctional acid chloride and, although some by-products are unavoidable, two molecules of cyanuric chloride condense... 

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