107-68-6Relevant articles and documents
The hydrolytic reactivity of β-sultams
Baxter, Nicholas J.,Laws, Andrew P.,Rigoreau, Laurent,Page, Michael I.
, p. 2245 - 2246 (1996)
N-Methyl β-sultam undergoes acid- and base-catalysed hydrolysis in water at 30 °C and I = 1.0 mol dm-3 with kH+ = 2.79dm3 mol-1s-1 and KOH = 1.38 × 10-2 dm3 mol-1 s-1. These second-order rate constants are approximately 109 and 107, respectively, greater than those for a similar acyclic sulfonamide. The entropy of activation for the acid-catalysed hydrolysis of the β-sultam is -80 J K-1 mol-1 which may be indicative of unimolecular ring opening, whereas that for the base-catalysed reaction, - 184 J K-1 mol-1, is consistent with a bimolecular process.
PROCESS FOR PRODUCING AMINOALKYLSULFONIC ACID AND METHOD OF SALT EXCHANGE FOR SALT THEREOF
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Page/Page column 11, (2008/06/13)
The present invention relates to a method for efficiently producing an aminoalkylsulfonic acid in an industrial scale, and provides ???"a process for producing an aminoalkylsulfonic acid represented by the general formula [2]: ???wherein R1 and R2 are each independently a hydrogen atom, an alkyl group, an aryl group or an aralkyl group; and R3 and R4 are each independently a hydrogen atom or an alkyl group, comprising reacting an aminoalkylsulfonate salt represented by the general formula [1]: ???wherein M is an alkali metal atom, an organic ammonium ion or an ammonium ion; and R1 to R4 are the same as described above, ???an aqueous solution thereof, or a solution dissolving any one of them in a water-soluble organic solvent, selected from alcohols having 1 to 3 carbon atoms, carboxylic acids having 2 to 12 carbon atoms and dimethylformamide, with an organic acid; and ???a method of salt exchange for an aminoalkylsulfonate salt represented by the general formula [1']: ???wherein M' is an alkali metal atom, an organic ammonium ion or an ammonium ion; and R1 and R4 are the same as described above, comprising reacting an aminoalkylsulfonate salt represented by the above general formula [2] with a hydroxide represented by the general formula [6]:M'OH ???wherein M' is the same as described above, in an alcohol or water".
Reactivity and mechanism in the hydrolysis of β-sultams
Baxter, Nicholas J.,Rigoreau, Laurent J. M.,Laws, Andrew P.,Page, Michael I.
, p. 3375 - 3385 (2007/10/03)
β-Sultams show extraordinary rate enhancements of 109-and 107-fold, respectively, compared with the acid-and base-catalyzed hydrolysis of corresponding acyclic sulfonamides. They are about 103-fold more reactive than analogous β-lactams. The alkaline hydrolysis of some β-sultams shows a rate term that is second-order in hydroxide ion concentration, which is indicative of a stepwise mechanism involving a trigonal bipyramidal intermediate (TBPI). The Bronsted βlg value for the alkaline hydrolysis of N-aryl-β-sultams is -0.58 and the kinetic solvent isotope effect kH2OOH/kD2OOD is 0.60, compatible with rate-limiting formation of the TBPI. Conversely, kH2OOH/kD2OOD for N-alkyl-β-sultams is 1.55, indicative of rate-limiting breakdown of the TBPI. The acid-catalyzed hydrolysis of β-sultams is strongly retarded by electron-withdrawing groups α to the sulfonyl group, and it is suggested that the mechanism may involve unimolecular ring opening to generate a sulfonylium ion. The Bronsted βlg value for the acid-catalyzed hydrolysis of N-benzyl-β-sultams is 0.32. The general-acid-catalyzed hydrolysis of N-benzyl-β-sultam by carboxylic acids shows a Bronsted α value of 0.67 and is attributed to a specific acid-nucleophilic mechanism with the formation of a mixed-anhydride intermediate.
Disazo dyestuffs
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, (2008/06/13)
Disazo dyestuffs have been found which, in the form of the free acid, correspond to the formula (I) STR1 represents H or an optionally substituted aliphatic or aromatic radical and R1 to R6 and A have the meaning given in the description, which are outstandingly suitable for inkjet printing.
Phthalocyanine reactive dyestuffs
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, (2008/06/13)
Phthalocyanine reactive dyestuffs which, in the form of the free acid, have the formula (1) STR1 in which the variable radicals have the meaning given in the description, are prepared by condensation of the corresponding amines with cyanuric fluoride or cyanuric chloride in any desired order. The reactive dyestuffs according to the invention exhibit good wet and light fastness properties and are used for the dyeing and printing of cotton.
Triphendioxazine dyestuffs
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, (2008/06/13)
The novel triphendioxazine dyestuffs of the formula STR1 in which the substituents R, R', T1, T2, X, Y and n have the meanings given in the description are highly suitable for the dyeing and printing of cellulose-containing or amido-containing material.
Asymmetric dioxazine compounds having a triazinyl bridging group and a method of production and use thereof
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, (2008/06/13)
An asymmetric dioxazine compound of the following formula in the free acid form, STR1 wherein R is hydrogen, halogen, sulfo or alkoxy, R1, R2 and R3 are each hydrogen or alkyl, X1 and X2 are each hydrogen, halogen, alkyl, alkoxy or phenoxy, Y is alkylene, phenylene or naphthylene, Z is --SO2 CH=CH2, --SO2 CH2 CH2 OSO3 H or the like, V is hydrogen, alkyl, acyl or substituted triazinyl, and Q is halogen, alkoxy, amino or a group similar to that of STR2 provided that R is hydrogen, and Q is amino or a group similar to that of STR3 when V is substituted triazinyl, which is useful for dyeing or printing fiber materials to give dyed or printed products of a brilliant blue color superior in fastness properties, particularly those such as chlorine fastness with superior build-up property.
Polyazo dye compounds having vinylsulfone type and pyridinium type fiber reactive groups
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, (2008/06/13)
A polyazo compound of the following formula, STR1 wherein X is STR2 --NR2 R3, --OR4 or --SR5, in which R1 is hydrogen or alkyl, R2, R3, R4 and R5 are each hydrogen, alkyl, phenyl, naphthyl or benzyl, A is phenylene, naphthylene or alkylene, Z is a fiber-reactive group of --SO2 CH=CH2 or --SO2 CH2 CH2 Z' in which Z' is a splittable group, Y is pyridinio, and F is polyazo dye moiety carrying a fiber-reactive group like that represented by Z, which compound is useful for dyeing or printing fiber materials to obtain a product dyed or printed in a color superior in various fastness properties with superior build-up property.
Polyazo dye compounds having plural vinylsulfone type fiber reactive groups in one molecule
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, (2008/06/13)
A polyazo compound of the following formula, wherein A is phenylene, naphthylene or alkylene, X is -NR2R3, -OR4 or -SR5 in which R2, R3, R4 and R5 are each hydrogen, alkyl, phenyl, naphthylene or benzyl, Z is -SO2CH=CH2 or -SO2CH2CH2Z? in which Z? is a splittable group, R1 is hydrogen or alkyl, and F is polyazo dye moiety carrying a fiber reactive group like that represented by Z, which compound is useful for dyeing or printing fiber materials to obtain a product dyed or printed in a color superior in various fastness properties with superior build-up property.
Fiber-reactive disazo brown dye having vinylsulfone-type reactive group
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, (2008/06/13)
A compound, or a salt thereof, represented by the following formula, STR1 wherein A is a substituted or unsubstituted phenylene or naphthylene group, B is STR2 in which R3 is a hydrogen atom or a lower alkyl, lower alkoxy, acylamino or ureido group, and R4 is a hydrogen atom or a lower alkyl or lower alkoxy group, R1 and R3 are independently a hydrogen atom or a substituted or unsubstituted lower alkyl group, X is a substituted or unsubstituted amino, lower alkoxy, substituted phenoxy or sulfo group, Y is --SO2 CH=CH2 or --SO2 CH2 CH2 Z, in which Z is a group capable of being split by the action of an alkali, and m is 2 or 3, which is useful for dyeing hydroxyl group- or amide group-containing fiber materials to give dyed products of a brown color having excellent fastness properties with good build-up property.
