2-sulfonylamino

Ohuchida et al. have studied to synthesize a series of sulfonamide and carboxamide derivatives having an affinity with EP1 receptor. They have discovered that ONO-8713 having 2-sulfonylamino-5-trifluoromethylphenol as a core... 

Die besten Ausbeulen an 2-Sulfonylamino-benzimidazolen erzielt man bei der Konden-sation von o-Diamino-arenen mit Kohlensaure-dichlorid-imiden. Bei alternativen Cyclisierun-genmit N-Sulfonyl-guanidinen oder N-Sulfonylimino-dithiocarbamaten beeintrachtigcn Kern-Substituenten die Benzimidazol-Bildung. Die Komponenten werden durch einfaches Erhitzen in Benzol umgesetzt297 ... 

Dithiophosphorsaurc (Forts.) -0,0-dicyclohexylester E2, 673, 722. 741 -0,0-dicyc1ohexylester-thioformylamid E2, 74 1 -0,S-diester-hydrazid E2, 759 -S,S-diester-(phenyUminomethylamid) E2, 636 -0,0-diester-S-(2-sulfonylamino-cthylestcr)E2,... 

A rapid and exothermic reaction occurs between 3,4-dihydro-2//-pyran and Ar,Ar-dibromoben-zenesulfonamide (1 1 ratio) in carbon tetrachloride, which results in a mixture of diastereomer-ic 3-bromo-2-sulfonylamino adducts (trans/cis 60 40) after addition of ethanol or water (isomerization of the adducts occurs in polar solvents)903. However, the reaction with excess dihydropyran gave bis-adducts 6 with good stereoselectivity900. The stereochemistry of the bis-adducts was shown by alternative preparations and was supported by H-NMR data. 

Andererseits lassen sich disulfonierte 2-Amino-1.3-thiazole durch alkalische Hydrolyse unter Abspaltung der 3-standigen Sulfonyl-Gruppe in 2-Sulfonylamino-l, 3-thiazole iiberfuhren1062 ... 

Sulfonylamino-l,3,4-oxadiazoles from sulfonyliminocarbonylhalides and earboxylie acid hydrazides... 

Some substituents such as the acylamino group are readily decomposed by many nucleophiles to give a poorer leaving group (e.g., amino). Others, such as nitroamino and sulfonylamino, are less reactive when they are anionized by the nucleophile. 3-Nitroamino-pyridazine (117) and its 6-methyl derivative are readily aminated with benzylamine (130°, short time ). 4,6-Dimethyl- and 6-methyl-2-nitroaminopyrimidine undergo 2-substitution on warming a few minutes with hydroxylamine, hydrazine, primary or secondary alkylamines, or anilines. 

According to reaction conditions, formation of either the sulfinic acid or the a-thiolated sulfone could be observed (up to 80%) the intermediate a-sulfonylamino sulfone proved to be unstable. 

Purification of 2-(4 -[ I]iodo-biphenyl-4-sulfonylamino)-3-(l//-indol-3-yl)-propionic acid and 2-(4 -[ I]iodo-biphenyl-4-sulfonylamino)-3-(lff-indol-3-yl)-propionamide... 

Finally, Mikami and Motoyama have used a p-hydroxy sulfonamide ligand to catalyse the enantioselective B-catalysed Diels-Alder reaction of glyoxylate with Danishefsky s dienes." " A favourable transition-state assembly for a one-directional diene-approach from the site proximal to the sulfonylamino moiety was proposed to explain the observed high enantio- and c (e fi o)-diastereos-electivity (Scheme 5.28). 

On the other hand, the H-bond between the sulfonylamino proton of the acylammonium salt and the carbamoyl oxygen preferentially promotes the acylation of the... 

Indapamide Indapamide, 4-chloro-N-(2-methyl-l-indolinyl)-3-sulfamoylbenzamide (21.3.33), is synthesized from 2-methylendoline, the nitrosation of which gives 2-methyl-1-nitrosoindoline (21.3.31). Reducing this with lithium aluminum hydride leads to formation of l-amino-2-methylendoline (21.3.32). Acylating this with 3-sulfonylamino-4-chlor-benzoic acid chloride leads to (21.3.33) [53,54]. 

Related homoberbine derivative 427, when debrominated, provides a second access to target 160 (69JC874). Finally, inhibitor precursor 84a on nitration gives 9- and 11-nitro derivatives 428 (27 and 64%, respectively) after esterification, deprotection, and amidation (analogously to the formation of 82a from 81a), reduction (H2, Pd-C) affords the respective amino or sulfonylamino compounds (92EPP492369, 94WO28901, respectively). 

Nucleophilic addition of aminoguanidine (135) to A -sulfonylcarbondithioimidates (134) in ethylene glycol at 170°C gives 3-sulfonylamino-5-aminotriazoles (136) (Equation (51)) <91S220>. 

Toubro and Holm have shown that 4-alkyl-5-iminothiatriazolines are obtained exclusively upon alkylation of 5-arylamino-, 5-alkylamino- and 5-sulfonylamino-l,2,3,4-thiatriazoles with tri-alkyloxonium tetrafluoroborates <78JCS(P1)1440>. These thiatriazoline tetrafluoroborates are crystalline compounds which may be stored at room temperature and serve as convenient sources for the thermally labile free bases, which are liberated with sodium hydrogen carbonate. 

Acylamino- bzw. Sulfonylamino-furane mit einem freien NH-Proton sind acid z.B.3... 

N-[2-( 4-Methyl-phenyl-sulfonylamino) ethyl]-glycin-(pentacklor-phenylester)... 

Although the ALS inhibitor herbicides have been used for approximately 20 years, the number of resistant weed biotypes for this group now exceeds those for all other types of herbicides. Singh and Shaner (1995) and Boutsalis (2001) reported that a total of five chemical families or herbicide classes are commercially marketed as inhibitors of ALS, and that these herbicides comprise more than 50 active ingredients for selective use in many different crops. They include sulfonylureas, imidazolinones, triazolopyrimidines, sulfonylamino-carbonyl-triazolinones, and pyrimidinyl (thio)benzoates. 

Phosphorsaure-acylamid- (bzw. sulfonylamid)-(2-hydroxy-phenylester) sind aus den entsprechenden 2-Acylamino- (bzw. sulfonylamino)-l,3,2-benzodioxaphos-phol-2-oxiden zuganglich155 ... 

Optically active TV-sulfonylamino alcohols derived from D-camphor or norephedrine were found to be efficient chiral ligands for the enantioselective allylboration of iV-silylimines (Equation (170)) 646-648 B-Allyl(diisopinocampheyl)borane allylated iV-diisobutylaluminum imines with 87% ee (Equation (171)).649,650... 

Preparation of (2S)-3-carbamoyl-2-(naphthalene-l-sulfonylamino)propionic acid... 

Preparation of ethyl (2.S )-2-naphthalene-l-sulfonylamino-3-(4-(2-(l,4,5, 6-tetrahydropyrimidin-2-ylcarbamoyl)ethyl)benzoylamino)propionate hemifumarate... 

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