p-toluenesulfonyl chloride reaction with amine

Catalyzed Synthesis and Characterization of a Novel Lignin

amine and formaldehyde a Mannich base biosorbent was prepared [34] In addition the Mannich reaction was applied to the amination of lignin for different purposes [35–38] Lignin is the second most plentiful renewable polymer in the earth after cellulose and it can be extracted from wood and annual plants using various extraction methods [39]

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Tosyl

A toluenesulfonyl (shortened tosyl abbreviated Ts or Tos) group is CH 3 C 6 H 4 SO 2 This group is usually derived from the compound tosyl chloride CH 3 C 6 H 4 SO 2 Cl (abbreviated TsCl) which forms esters and amides of toluenesulfonic acid The para orientation illustrated (p-toluenesulfonyl) is most common and by convention tosyl refers to the p-toluenesulfonyl group

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Organic chemistry

• Reaction is driven to completion by the acid-base reaction between the amine or ammonia and the acid 2-Phenylbutanoic acid2-Phenylbutanamide ++ + heat H2 O HCl H2 O NH4 + Cl - Ph NH2 O Ph OH O 32 18-34 Basic Reaction with H2O - Amides Hydrolysis of an amide in aqueous base requires one mole of base per mole of amide

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C251 00 Lab

In a 250 ml round bottom flask DABCO (15 04g 0 13 mol) dichloromethane (60 mL) and 3-methyl-3-buten-1-ol (6 07 ml 0 6 mol) were mixed and cooled in an ice bath At this point p-toluenesulfonyl chloride (17 17 g 0 9 mol) was added slowly [Other students report adding the alcohol to the mixture containing the TsCl and DABCO

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Lobucavir Cygalovir BMS

The reaction of (X) with p-toluenesulfonyl chloride in pyridine affords the corresponding tosylate (XI) which is condensed with 6-O-benzylguanine (XII) by means of K2CO3 and 18-crown-6 in DMF yielding the substituted guanine (XIII) Finally this compound is deprotected by treatment first with sodium methoxide in hot methanol and then with 3N

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Base

In a typical procedure a suspension of amine in water was treated with an addition of p-toluenesulfonyl chloride or methanesulfonyl chloride at room temperature to afford the corresponding sulfonamide in high yields ranging from 85% to 95% () The reactions were rapid with most of the amines studied (20–60 min) and were compatible with a variety of primary and secondary amines ()

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Efficient mechanochemical synthesis of regioselective

chloride has less affinity to the macrocycle It was not possible to reproduce the literature method [14] for per-6-chloro-β-CD synthesis but a protocol using p-toluenesulfonyl chloride under reaction conditions that were analogous to the iodination/bromi-nation reaction resulted in the targeted heptakis(6-chloro-6-

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Bromination Of Aniline Experiment

1 4: Anhydride 370 Acetylation of Glycine with Acetic Anhydride 371 Synthesis of the Insect Repellent N N-Diethyl-m-Toluamide 371 Microscale Sulfonamide Formation by Reaction of p-Toluenesulfonyl Chloride and Methylamine 373 Discussion: This mechanism is a classic example of electrophilic aromatic substitution

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Comparative Efficacy of Polyamine

Polyamine-based scavenger resins containing 2 3 and 4 nitrogen atoms have been prepared and their comparative efficacy to scavenge appropriate electrophilic chemicals (acids acid chlorides isocyanates and aldehydes) from solutions has been studied As expected the scavenging efficiency is directly proportional to the number of nucleophic nitrogens present on the resin

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Diphenylmethane

Diphenylmethane-based receptors (1) bearing urea units were prepared for anion recognition Analogous anion receptors based on biphenyl (2) diphenylsulfide (3) cyclophane (4) and phenyl (5) were also synthesized as control compounds Their anion recognition ability was evaluated by 1H-NMR spectroscopy in CDCl3 at 297 K The association constants for the complexation between receptors

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tscl

4-Toluenesulfonyl chloride (p-toluenesulfonyl chloride toluene-p-sulfonyl chloride) is an organic compound with the formula CHCHSOCl This white malodorous solid is a reagent widely used in organic synthesis Abbreviated TsCl or TosCl it is a derivative of toluene and contains a sulfonyl chloride (-SOCl) functional group

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Sonogashira Coupling

32 Ligand 2 can catalyze the co-catalyzed Sonogashira reaction of aryl iodides at room temperature when combined with Pd 2 (dba) 3 33 Furthermore the corresponding palladium catalyst generated from Pd(OAc) 2 and bis-(tert-butyl)aminomethylphosphane ligand 3 is reactive enough that it can catalyze the copper-free Sonogashira reaction of aryl chloride efficiently 34

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124

Literature References Reagent for conversion of alcohols to their mesylate esters For mesylation of an acetylenic alcohol followed by displacement with an amine see Org Synth Coll 9 46 (1998) In the presence of triethylamine reaction occurs by way of the sulfene intermediate which mesylates alcohols of low nucleophilicity including tert-alcohols and 2 2 2-trifluoroethanol: J Org

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Sonogashira Coupling

32 Ligand 2 can catalyze the co-catalyzed Sonogashira reaction of aryl iodides at room temperature when combined with Pd 2 (dba) 3 33 Furthermore the corresponding palladium catalyst generated from Pd(OAc) 2 and bis-(tert-butyl)aminomethylphosphane ligand 3 is reactive enough that it can catalyze the copper-free Sonogashira reaction of aryl chloride efficiently 34

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Chromium Trioxide

A coupling of organozinc intermediates with trichloroacetyl chloride gives trichloromethyl ketones E J Corey J O Link Y Shao Tetrahedron Lett 1992 33 3435-3438 A reaction between dialkyl acetylenedicarboxylates and β-aminoketones promoted by triphenylphosphine allows an efficient one-pot synthesis of polysubstituted 2 5-dihydropyrrole derivatives

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CiNii

Reaction of quinoline 1-oxide (I) with potassium cyanide in the presence of tosyl chloride was examined Reaction in a mixture of chloroform and water gave not quinaldonitrile (II) but carbostyril whereas II was formed in a good yield when tosyl chloride in ethanol was added at -10 to a mixture of I in ethanol and potassium cyanide in a small amount of water followed by stirring the

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Simple Accordion with CSS jQuery by Soh Tanaka

The reaction mixture is stirred at 20 C for 12 h –75%) 4b The added disadvantage is the need to remove the excess sulfonyl chloride which is a more serious issue with p-toluenesulfonyl chloride We found shorter reactions times (0 33–1 5 h) at lower temperatures

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Mild and Efficient Indium Metal Catalyzed Synthesis of

solution of p-toluenesulfonyl chloride and cyclohexyl-amine in MeCN was treated with one equivalent of indium at room temperature N-cyclohexylbenzene-sulfonamide was isolated in 85% yield without any disulfonylated product detected (entry 1) In order to obtain the optimal reaction

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CROL

by reacting p-toluenesulfonyl chloride quinoline and the corresponding N-alkyl obtained when a reaction flask size of no less than 2 liters by reacting a primary amine with dichlorocarbene and by dehydrating an alkyl formamide with a strong electrophile in the presence of a tertiary

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tscl

4-Toluenesulfonyl chloride (p-toluenesulfonyl chloride toluene-p-sulfonyl chloride) is an organic compound with the formula CHCHSOCl This white malodorous solid is a reagent widely used in organic synthesis Abbreviated TsCl or TosCl it is a derivative of toluene and contains a sulfonyl chloride (-SOCl) functional group

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Carbon dioxide

We report herein a straightforward general method for the synthesis of cyclic carbamates from amino alcohols and carbon dioxide in the presence of an external base and a hydroxyl group activating reagent Utilizing p-toluenesulfonyl chloride (TsCl) the reaction proceeds under

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