40993-10-0Relevant academic research and scientific papers
Synthesis and Reactivity of 3,5-Dinitrobenzoic Anhydride
Oelschlaeger, Herbert,Fritsch, Helmut
, p. 834 - 839 (1984)
3,5-Dinitrobenzoic anhydride is available from 3,5-dinitrobenzoyl chloride by limited hydrolysis in THF/pyridine.The procedure is safe and provides excellent yields.
A mild, clean, and simple synthesis of symmetrical carboxylic anhydrides from carboxylic acides using a polymer supported tosyl chloride
Zarchi, M. A. Karimi,Mirjalili,Kahrizsangi, Z. Shamsi,Tayefi
experimental part, p. 455 - 460 (2010/08/20)
The use of polymeric reagents simplifies routine acylation of carboxylic acid because it eliminates the traditional purification. We describe the use of readily available cross-linked poly(4-vinylpyridine) supported tosyl chloride, [P4VP].TsCl, in the suspended solution phase synthesis of symmetrical anhydrides from carboxylic acids in the presence of K2CO3 in high yields and purity. The products can be obtained by filtration and evaporation of the solvent.
2,6-Dimethyl-4-nitrobenzoic anhydride (DMNBA): An effective coupling reagent for the synthesis of carboxylic esters and lactones
Shiina, Isamu,Miyao, Ryo
experimental part, p. 1313 - 1328 (2009/07/05)
Various carboxylic esters are obtained at room temperature in excellent yields with high chemoselectivities from nearly equimolar amounts of carboxylic acids and alcohols using 2,6-dimethyl-4-nitrobenzoic anhydride with triethylamine by the promotion of 4-(dimethylamino)pyridine. The efficiency of the esterification is compared to those of other dehydrations using substituted benzoic anhydrides as coupling reagents. This method was successfully applied to the synthesis of threo-aleuritic acid lactone and the desired 17-membered ring compound was prepared in high yield at room temperature from the corresponding free trihydroxycarboxylic acid using 2,6-dimethyl-4-nitrobenzoic anhydride in the presence of 4-(dimethylamino)pyridine.
Simple preparation of symmetrical carboxylic acid anhydrides by means of Na2CO3/SOCl2
Kazemi,Kiasat,Mombaini
, p. 3219 - 3223 (2008/02/12)
A convenient and general method for the synthesis of symmetrical carboxylic acid anhydrides using sodium carbonate/thionyl chloride is described. Copyright Taylor & Francis Group, LLC.
Dabco/SOCl2, mild, and convenient reagent for the preparation of symmetrical carboxylic acid anhydrides
Kazemi, Foad,Kiasat, Ali Reza
, p. 2287 - 2291 (2007/10/03)
Various types of carboxylic acids undergo rapid dehydration with 1,4-diazabicyclo[2.2.2]octane, dabco / thionyl chloride, under mild reaction conditions to afford symmetrical acid anhydrides in high isolated yields.
3,5-Dinitrobenzoic acid anhydride as reagent for the characterization of drugs and for the activation of polarographically inactive compounds
Koehler,Oelschlaeger
, p. 41 - 44 (2007/10/03)
Drugs with primary or secondary amino groups react with 3,5-dinitrobenzoic acid anhydride under catalysis of pyridine derivatives almost quantitatively to yield the corresponding amides which are reducible at the dropping mercury electrode (DME). 3,5-Dinitrobenzoic acid will be separated by thin layer chromatography. The limit of detection by DPP is in the range of 10-8M. The electrode reaction is irreversible.
Nitrosation of the N-Alkyl-O-acylhydroxylamines. A New Deamination Method.
White, Emil H.,Ribi, Max,Cho, Lee K.,Egger, Notker,Dzadzic, Petar M.,Todd, Michael J.
, p. 4866 - 4871 (2007/10/02)
The nitrosation of N-alkyl-O-acylhydroxylamines leads to immediate decomposition at dry ice temperatures; the corresponding ester and nitrous oxide are formed.An 18O study has shown that the nitroso-O-acylhydroxylamines fragment directly rather than undergo a rearrangement reaction (as observed with the nitrosoamides).The product yields are respectable, especially at low tempreatures, and the method has promise for the generation of high energy carbonium ions.
REAGENTS AND SYNTHETIC METHODS 28. MODIFIED PROCEDURES FOR ANHYDRIZATION, ESTERIFICATION AND THIOLESTERIFICATION OF CARBOXYLIC ACIDS BY MEANS OF AVAILABLE PHOSPHORUS REAGENTS.
Arrieta, A.,Garcia, T.,Lago, J. M.,Palomo, C.
, p. 471 - 488 (2007/10/02)
Carboxylic acid anhydrides, esters and thiol esters are obtained by a one-pot method from carboxylic acids and alcohols or thiol by means of phosphorus oxychloride or phenyl dichlorophosphoridate reagents.
