Sulfonyl diisocyanate

Sulfonyl diisocyanate gives the thiatriazine (577) on treatment with ammonia (58CB1200). Ketones and 86% hydrogen peroxide give 3,3,6,6-tetrasubstituted 1,2,4,5-tetroxanes (578) (80JCR(S)35). 

Sulfonyl diisocyanate gives the thiatriazine 778 on treatment with ammonia <1958CB1200>. A convenient and versatile reaction leading to aryl derivatives of l-chloro-l,2,4,6-thiatriazine 779 involves heating an arylamidine with trichlorocyclotrithiazene, (NSCIA in refluxing acetonitrile <1985JA1346>. 

As an example of thiadiazaboretidine 1,1-dioxides, compound 228 has been prepared by reaction of a borane with sulfonyl diisocyanate (Scheme 82). All spectral data support this structure, which results from the insertion of isocyanate, and are inconsistent with that of a dipolar addition alternative product (78AG(E)599). 

Sulfonyl diisocyanates, such as m-phenylenedisulfonyl diisocyanate, are used as monomers for base-soluble polymers (15). 4-Isocyanatobenzenesulfonyl isocyanate can also be used as a monomer for base-soluble polymers. Reaction of p-toluenesulfonyl isocyanate with polymers having amide units in the backbone structure affords sulfonyl urea derivatives, which on hydrolysis with 1 N NaOH degrade the polymer to carboxylic acids (16). Likewise, polymerization of the monomer derived from acrylamide and p-toluenesulfonyl isocyanate affords a homopolymer, which on hydrolysis with 1 N NaOH affords polyCacrylic acid) (17). 

Tosyl isocyanate reacts with dimethyl sulfoxide to give the expected exchange products, dimethylsulfllimine and carbon dioxides Sulfonyl diisocyanate reacts with two equivalents of dimethyl sulfoxide in acetonitrile to give sulfonyl bis(dimethylsulfilimine) 169 in 83 % yield o ... 

Sulfonyl diisocyanate reacts with two equivalents of di-t-butylsulfurdiimide to give the... 

Bis(dimethylamino)phenylborane reacts with phenyl isocyanate to give a 1 1 insertion product . Using excess isocyanate and heat, the 2 1 insertion product is obtained. Likewise, reaction of 268 with sulfonyl diisocyanate gives the heterocycle 269 . ... 

Alkylenebis(3-arylsulfonyl ureas) react readily with phosgene in a similar way to produce the corresponding sulfonyl isocyanate and diisocyanate [2087a] ... 

To purify solution-phase libraries of amides and sulfonamides, a scavenger approach based upon the removal of excess reactants by polymerization and simple filtration has been employed [45]. Co-polymerization of 1,4-phenylene diisocyanate and pentaethylenehexamine was used to remove the excess amine as an insoluble, filterable urea. An excess of acyl or sulfonyl chloride can also be scavenged by polyamine and diisocyanate, depending on the order of addition (Scheme 16). The desired amides 46 and sulfonamides were obtained in good yield (> 64%) and with high purity (87% on average). 

Preparation of 46 [45] Procedure for the formation of amides 46 or sulfonamides using an acid chloride or sulfonyl chloride, respectively, and excess amine To a solution of the acid chloride or sulfonyl chloride (0.1 mmol) in dichloromethane (1 niL) was added a solution of the amine (3 equiv.) in dichloromethane (1 mL). The mixture was stirred at rt for 30 min and then a solution of 1,4-phenylene diisocyanate (6 equiv.) in dichloromethane (4 mL) was added. The resulting mixture was stirred at rt for 40 min and then a solution of pentaethylenehexamine (2.5 equiv.) in dichloromefhane (4 mL) was added. After stirring for 1 h, the heterogeneous mixture was filtered. Concentration of the filtrate under reduced pressure afforded the expected amide 46 or sulfonamide. 

Dichlorobenzotrifluoride Benzene, 1,3-diethenyl-. See m-Diviny I benzene Benzene, diethyl-. See Diethylbenzene Benzene, 1-((diiodomethyl) sulfonyl)-4-methyl-. See Diiodomethyl tolylsulfone Benzene-, 1,3-diisocyanatomethyl-. See Toluene diisocyanate... 

In 1998 Velazquez-Morales et described the synthesis of oxipro-pylated chitosan grafted and crosslinked with oligoether-based mono- and diisocyanates, as in the case of cellulosic ethers. The ionic conducting membranes were obtained by introducing lithium bis(trifluoromethyl sulfonyl) imide (LiN(Cp3S02)2 - LiTFSI) by diffusion from an acetonitrile solution, yielding values similar to those obtained for the cellulose derivative networks described above. 

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